- The central role of the metal ion for photoactivity: Zn-vs.Ni-Mabiq
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Photoredox catalysts are integral components of artificial photosystems, and have recently emerged as powerful tools for catalysing numerous organic reactions. However, the development of inexpensive and efficient earth-abundant photoredox catalysts remai
- Block, Matthias,Derondeau, Henrieta,Esezobor, Oaikhena Z.,Hauer, Jürgen,Hess, Corinna R.,Jandl, Christian,Kaila, Ville R. I.,Lauenstein, Raphael,Mader, Sophie L.,R?mer, Armin J.,Riedle, Eberhard,Thyrhaug, Erling
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Read Online
- Direct Near Infrared Light–Activatable Phthalocyanine Catalysts
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The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa
- Katsurayama, Yoshino,Ikabata, Yasuhiro,Maeda, Hajime,Segi, Masahito,Nakai, Hiromi,Furuyama, Taniyuki
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- Visible-light induced Cross-Dehydrogenative-Coupling (CDC) reactions of N-aryl tetrahydroisoquinolines under aerobic conditions
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A visible-light induced cross-dehydrogenative-coupling (CDC) reaction of N-aryl tetrahydroisoquinolines was developed under mild aerobic conditions. This protocol proceeded smoothly with a large range of nucleophiles (nitroalkane, dimethyl phosphite, dimethyl malonate, N-methyl indole, TMSCN) under metal-free conditions and an oxygen atmosphere, forming a new C–C bond. Visible-light played a significant acceleration effect in this reaction.
- Lin, Chao,Li, Peiwu,Wang, Lin
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- Cross-dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines Catalyzed by an Anthraquinone-containing Polymeric Photosensitizer
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This work reports the photocatalytic application of an anthraquinone-containing polymeric photosensitizer (AQ-PHEMA) in the visible light-induced cross-dehydrogenative-coupling of N-aryl tetrahydroisoquinolines with several nucleophiles, including nitromethane, 1-methyl-2-alkyl ketone and dialkyl (aryl) phosphine oxide. The results revealed that the reaction could be catalyzed by AQ-PHEMA efficiently to afford a series of 1-substituted-2-aryl-1,2,3,4-tetrahydroisoquinolines in good to excellent yields with nice substrate tolerance under aerobic conditions at room temperature. The practical application potential was also showcased by a gram-scale synthesis. More importantly, the utilization of AQ-PHEMA as a heterogeneous photosensitizer also showed nice recyclability and reusability of the catalyst, whereas AQ-PHEMA can be easily separated and reused for at least 8 times without significant loss of photocatalytic activity.
- Wang, Fei,Yu, Dan,Chen, Yang,Sun, Jing,Wang, Jing-Yun,Zhou, Ming-Dong
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supporting information
p. 4087 - 4094
(2021/11/09)
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- Cyanine-based near infra-red organic photoredox catalysis
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Direct metal-free near infra-red photoredox catalysis is applied to organic oxidation, photosensitization and reduction, involving cyanines as photocatalysts. This photocatalyst is competitive with conventional reactions catalyzed under visible light. Kin
- Baralle, Alexandre,Cormier, Morgan,Goddard, Jean-Philippe,Obah Kosso, Anne Roly,Sellet, Nicolas
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p. 6964 - 6968
(2021/06/02)
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- Flowers of the plant genusHypericumas versatile photoredox catalysts
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Photoredox catalysis is a powerful and modern strategy for the synthesis of complex organic molecules. So far, this field has relied on the use of a limited range of metal-based chromophores or artificial organic dyes. Here, we show that the ubiquitous plant genusHypericumcan be used as an efficient photoredox catalyst. The dried flowers efficiently catalyze two typical photoredox reactions, a photoreduction and a photooxidation reaction, with a versatile substrate scope. Constitution analysis of the worldwide available plant genus indicated that naphthodianthrones, namely the compounds of the hypericin family, are crucial for the photocatalytic activity of the dried plant material.In situUV-vis spectroelectrochemical methods provide insights into the mechanism of the photoreduction reaction where the radical dianion of hypericin (Hyp˙2?) is the catalytically active species. Our strategy provides a sustainable, efficient and an easy to handle alternative for a variety of visible light induced photocatalytic reactions.
- Wang, Jun-Jie,Schwedtmann, Kai,Liu, Kun,Schulz, Stephen,Haberstroh, Jan,Schaper, Gerrit,Wenke, Anja,Naumann, Julia,Wenke, Torsten,Wanke, Stefan,Weigand, Jan J.
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supporting information
p. 881 - 888
(2021/02/09)
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- A LADH-like Zn-MOF as an efficient bifunctional catalyst for cyanosilylation of aldehydes and photocatalytic oxidative carbon–carbon coupling reaction
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The rational design of component and coordination configuration of active center is critical and useful to the development of multifunctional MOF-based catalysts. Herein, a bifunctional Zn-MOF, Zn-ADBA, constructed by photoactive 4,4’-(9,10-anthracenediyl
- Chen, Sanping,Gao, Shengli,Li, Feng,Ma, Ren,Wei, Qing,Xia, Zhengqiang,Yang, Qi
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- Phenazine Radical Cations as Efficient Homogeneous and Heterogeneous Catalysts for the Cross-Dehydrogenative Aza-Henry Reaction
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The redox activity of molecular phenazine catalysts has been previously exploited for aerobic oxidative amine homo- and cross-coupling reactions. In this contribution, we have extended the reaction scope of this novel type of organocatalyst and used them in the cross-dehydrogenative aza-Henry coupling of isoquinolines with nitromethane under aerobic conditions. Additionally, we have designed and prepared a novel porous organic polymer by cross-linking of tetrakis(4-bromophenyl)silane and dihydrophenazine through Pd-catalyzed Buchwald-Hartwig cross-coupling. This new type of heterogeneous catalyst, apart from being robust and easily reusable, also showed outstanding catalytic activities and improved selectivity compared to its molecular counterpart. A plausible reaction mechanism was proposed based on spectroscopic and kinetic measurements.
- Unglaube, Felix,Hünem?rder, Paul,Guo, Xuewen,Chen, Zixu,Wang, Dengxu,Mejía, Esteban
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- Photo-induced sp3 C?H bond arylation, cyanation and nitroalkylation of tetrahydroisoquinolines (THIQs) under visible light irradiation using a combination of NHPI and Rose Bengal
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This work reports a sustainable protocol for α-arylation of tetrahydroisoquinolines (THIQs) with aryl diazonium salts using a combination of a cheap and stable oxidant, N-hydroxyphthalimide (NHPI), and an inexpensive dye photosensitizer, Rose Bengal (RB),
- Patil, Mahendra R.,Shah, Jagrut,Kumar, A. Vijay,Kapdi, Anant R.
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supporting information
p. 4302 - 4306
(2020/11/30)
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- Efficient aerobic cross-dehydrogenative coupling of tertiary amines over NiGa layered double oxide
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An efficient and convenient heterogeneous catalytic system has been developed for the aerobic cross-dehydrogenative coupling over NiGa layered double oxide (Ni3Ga-LDO) without any additives. The results indicated that the catalytic system could
- Sun, Zhonghua,Xia, Zhenzhen,Wang, Anwei,Wang, Hui,Zhang, Zhong,Zhou, Weiyou,Qian, Junfeng,He, Mingyang
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supporting information
(2020/07/30)
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- CuMgAl hydrotalcite as an efficient bifunctional catalyst for the cross-dehydrogenative C–C coupling reactions under mild conditions
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CuMgAl layered double hydroxide compounds (CuMgAl-LDHs) have been synthesized, characterized and investigated in the aerobic CDC reactions. The results indicated that NH3·H2O coprecipitated CuMgAl LDH (N-CuMgAl-LDH) was able to effic
- Zhou, Weiyou,Lu, Wangmingzhu,Wang, Hui,Xia, Zhenzhen,Zhai, Shaoyan,Zhang, Zhong,Ma, Yuanjun,He, Mingyang,Chen, Qun
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- Organic/Inorganic Heterogeneous Silica-Based Photoredox Catalyst for Aza-Henry Reactions
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The transformation of light into chemical energy is a leitmotiv in the development of sustainable and environmentally concerned chemical processes. Chemists invented original concepts to address this purpose, like photoredox catalysis, which became a wond
- Cormier, Morgan,Daou, T. Jean,Goddard, Jean-Philippe,Lebeau, Bénédicte,Neunlist, Serge,Soria-Castro, Silvia M.
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supporting information
p. 1572 - 1578
(2019/11/28)
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- Micro-scale spatial location engineering of COF-TiO2heterojunctions for visible light driven photocatalytic alcohol oxidation
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Herein, we report the design and fabrication of QH-COF?TiO2and TiO2?QH-COF (QH-COF: tetrahydroquinoline-linked COFs) core-shell structured heterojunctions for photocatalytic oxidation of alcohols. For the first time, the spatial loca
- Li, Chunzhi,Li, He,Liu, Haoran,Liu, Jiali,Liu, Jian,Yang, Qihua
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supporting information
p. 18745 - 18754
(2020/10/02)
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- Precisely embedding active sites into a mesoporous Zr-framework through linker installation for high-efficiency photocatalysis
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The pore engineering of microporous metal-organic frameworks (MOFs) has been extensively investigated in the past two decades, and an expansive library of functional groups has been introduced into various frameworks. However, the reliable procurement of MOFs possessing both a targeted pore size and preferred functionality together is less common. This is especially important since the applicability of many elaborately designed materials is often restricted by the small pore sizes of microporous frameworks. Herein, we designed and synthesized a mesoporous MOF based on Zr6 clusters and tetratopic carboxylate ligands, termed PCN-808. The accessible coordinatively unsaturated metal sites as well as the intrinsic flexibility of the framework make PCN-808 a prime scaffold for postsynthetic modification via linker installation. A linear ruthenium-based metalloligand was successfully and precisely installed into the walls of open channels in PCN-808 while maintaining the mesoporosity of the framework. The photocatalytic activity of the obtained material, PCN-808-BDBR, was examined in the aza-Henry reaction and demonstrated high conversion yields after six catalytic cycles. Furthermore, thanks to the mesoporous nature of the framework, PCN-808-BDBR also exhibits exceptional yields for the photocatalytic oxidation of dihydroartemisinic acid to artemisinin.
- Pang, Jiandong,Di, Zhengyi,Qin, Jun-Sheng,Yuan, Shuai,Lollar, Christina T.,Li, Jialuo,Zhang, Peng,Wu, Mingyan,Yuan, Daqiang,Hong, Maochun,Zhou, Hong-Cai
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supporting information
p. 15020 - 15026
(2020/10/13)
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- Cobalt-containing zeolitic imidazole frameworks for C-H activation using visible-light redox photocatalysis
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The activation of C-H bonds for carbon-carbon coupling reactions remains a challenge in organic synthesis. Visible light photocatalysis offers a unique opportunity to sustainably perform these reactions in a single-step, without the need for caustic reage
- Gianolio, Diego,Potter, Matthew E.,Raja, Robert,Rios, Ramon,Ross, Cameron P.
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p. 7262 - 7269
(2020/11/24)
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- Importance of Singlet Oxygen in Photocatalytic Reactions of 2-Aryl-1,2,3,4-tetrahydroisoquinolines Using Chalcogenorosamine Photocatalysts
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Aerobic oxidation of 2-aryl-1,2,3,4-tetrahydroisoquinolines was achieved photocatalytically using chalcogenorosamine photocatalysts and LED irradiation. The photocatalytic aza-Henry reaction between these substrates and nitromethane was more efficient wit
- Clark, Jennifer L.,Hill, Jackie E.,Rettig, Irving D.,Beres, Joshua J.,Ziniuk, Roman,Ohulchanskyy, Tymish Y.,McCormick, Theresa M.,Detty, Michael R.
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p. 2431 - 2442
(2019/07/02)
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- Method for catalyzing oxidation coupling of tetrahydroisoquinoline derivative by hydrotalcite-like material
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The invention relates to a method for catalyzing oxidation coupling reaction of a 2-phenyl-1,2,3,4-tetrahydroisoquinoline compound by a hydrotalcite-like material, and belongs to the application fieldof hydrotalcite-like materials. The hydrotalcite-like m
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Paragraph 0050-0053
(2019/02/04)
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- Magnetic nanoparticle-supported eosin Y ammonium salt: An efficient heterogeneous catalyst for visible light oxidative C–C and C–P bond formation
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A highly efficient visible light mediated C–C and C–P coupling reactions of sp3 C–H bonds adjacent to the nitrogen atom in tetrahydroisoquinoline derivatives with pronucleophiles such as nitroalkanes, malononitrile, dimethyl malonate and H-phos
- Li, Pinhua,Wang, Guan-Wu,Zhu, Xianjin,Wang, Lei
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supporting information
p. 3448 - 3455
(2019/05/15)
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- Mechanistic Studies on Bioinspired Aerobic C-H Oxidation of Amines with an ortho-Quinone Catalyst
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We report herein our mechanistic studies of the ortho-quinone-catalyzed aerobic oxidation of primary, secondary, and tertiary amines. Two different catalytic pathways were discovered for the reductive half reactions: for primary amines, the reaction was found to proceed via a transamination pathway, while the reactions with secondary amines and tertiary amines proceeded via hydride transfer. We also found that the amine substrates could significantly promote the regeneration of the ortho-quinone catalyst in the oxidative half reaction, in which a proton transfer occurs between the amine substrates and catechol derivatives (the reduced form of the ortho-quinone catalyst).
- Zhang, Ruipu,Qin, Yan,Zhang, Long,Luo, Sanzhong
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p. 2542 - 2555
(2019/03/08)
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- Cross-dehydrogenative C(sp3)-C(sp3) coupling: Via C-H activation using magnetically retrievable ruthenium-based photoredox nanocatalyst under aerobic conditions
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In the present work, we report the fabrication of a highly versatile ruthenium-based magnetically recoverable photoredox nanocatalyst with a large surface area. This visible light harvesting nanocatalyst was effectively used for cross-dehydrogenative coup
- Rana, Pooja,Gaur, Rashmi,Gupta, Radhika,Arora, Gunjan,Jayashree,Sharma, Rakesh Kumar
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supporting information
p. 7402 - 7405
(2019/06/27)
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- Tuning the Ionicity of Stable Metal-Organic Frameworks through Ionic Linker Installation
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The predictable topologies and designable structures of metal-organic frameworks (MOFs) are the most important advantages for this emerging crystalline material compared to traditional porous materials. However, pore-environment engineering in MOF materia
- Pang, Jiandong,Yuan, Shuai,Qin, Jun-Sheng,Lollar, Christina T.,Huang, Ning,Li, Jialuo,Wang, Qi,Wu, Mingyan,Yuan, Daqiang,Hong, Maochun,Zhou, Hong-Cai
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supporting information
p. 3129 - 3136
(2019/03/06)
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- WO3 nanospheres with improved catalytic activity for visible light induced cross dehydrogenative coupling reactions
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Three tungsten oxides (WO3-W1 to WO3-W3) with different morphologies were prepared and characterized by XRD, SEM, TEM and HR-TEM measurements. The as-synthesized tungsten oxides were screened as photocatalysts for visible-light-drive
- Li, Shujing,Shelar, Deepak Prakash,Hou, Chun-Chao,Chen, Qian-Qian,Deng, Pan,Chen, Yong
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- A recyclable self-assembled composite catalyst consisting of Fe3O4-rose bengal-layered double hydroxides for highly efficient visible light photocatalysis in water
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The first case of a highly efficient layered double hydroxide (LDH) supported organic visible light photocatalyst is reported and it can catalyze various organic transformations with high efficiency in water under visible light irradiation.
- Huang, Yuxing,Xin, Zhuo,Yao, Wenlong,Hu, Qi,Li, Zhuohua,Xiao, Liuqing,Yang, Bo,Zhang, Junmin
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supporting information
p. 13587 - 13590
(2019/01/06)
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- Cobalt(II)/ N -Hydroxyphthalimide-Catalyzed Cross-Dehydrogenative Coupling Reaction at Room Temperature under Aerobic Condition
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This work reports a cobalt(II)/N-hydroxyphthalimide (NHPI)-catalyzed cross-dehydrogenative oxidative coupling of N-aryl tetrahydroisoquinolines with various pro-nucleophiles, such as indoles, nitroalkanes, and trialkylphosphites, active methylene compound
- Patil, Mahendra R.,Dedhia, Noopur P.,Kapdi, Anant R.,Kumar, A.Vijay
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p. 4477 - 4490
(2018/04/26)
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- N-Aryl Groups Are Ubiquitous in Cross-Dehydrogenative Couplings Because They Stabilize Reactive Intermediates
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The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates
- Tsang, Althea S.-K.,Hashmi, A. Stephen K.,Comba, Peter,Kerscher, Marion,Chan, Bun,Todd, Matthew H.
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p. 9313 - 9318
(2017/07/17)
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- Organic sponge photocatalysis
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The successfully developed polydimethylsiloxane (PDMS, a green and highly transparent polymer material) sponge photocatalyst can catalyze cross-dehydrogenative coupling (CDC) of tertiary amines and various nucleophiles with high efficiency and reusability under visible light irradiation. Through an easy-to-build continuous flow reactor, the sponge photocatalytic reaction can be facilely scaled up.
- Li, Xingrong,Li, Yaoyao,Huang, Yuxing,Zhang, Teng,Liu, Yizhen,Yang, Bo,He, Chuanxin,Zhou, Xuechang,Zhang, Junmin
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p. 2925 - 2930
(2017/07/24)
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- Eosin Y dye-based porous organic polymers for highly efficient heterogeneous photocatalytic dehydrogenative coupling reaction
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Construction of porous organic polymers (POPs) as metal-free heterogeneous organic photocatalysts for highly efficient catalytic organic transformations using visible light remains a key challenge. Herein, we report the “bottom-up” strategy to facilely sy
- Wang, Chang-An,Li, Yan-Wei,Cheng, Xue-Li,Zhang, Jian-Ping,Han, Yin-Feng
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p. 408 - 414
(2017/01/13)
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- Highly efficient heterogeneous aerobic oxidative C-C coupling from C sp3-H bonds by a magnetic nanoparticle-immobilized bipy-gold(iii) catalyst
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A highly efficient heterogeneous cross-dehydrogenative coupling (CDC) of tertiary amines with nitroalkanes and various unmodified ketones was achieved by using a magnetic nanoparticle-immobilized bipy-gold(iii) complex as catalyst and air as the sole oxid
- Yang, Weisen,Wei, Li,Yan, Tao,Cai, Mingzhong
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p. 1744 - 1755
(2017/07/15)
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- Covalent organic frameworks as metal-free heterogeneous photocatalysts for organic transformations
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Two-dimensional covalent organic frameworks (2D-COFs) are excellent candidates for photocatalytic organic transformations due to their periodic columnar π-arrays and ordered nanochannels. Here, we present a novel 2D-COF that features permanent porosity wi
- Zhi, Yongfeng,Li, Ziping,Feng, Xiao,Xia, Hong,Zhang, Yumin,Shi, Zhan,Mu, Ying,Liu, Xiaoming
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supporting information
p. 22933 - 22938
(2017/11/22)
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- Mechanistic studies of thiourea-catalyzed cross-dehydrogenative C-P and C-C coupling reactions and their further applications
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Thiourea-based hydrogen bond donor has been recently disclosed by our group to be an efficient organocatalyst for cross-dehydrogenative coupling (CDC) reactions. Here we present a detailed mechanistic study of this reaction using NMR spectroscopy and kine
- Zhang, Zhiguo,Gu, Kai,Bao, Zongbi,Xing, Huabin,Yang, Qiwei,Ren, Qilong
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supporting information
p. 3118 - 3124
(2017/05/08)
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- A Hydrazone-Based Covalent Organic Framework as an Efficient and Reusable Photocatalyst for the Cross-Dehydrogenative Coupling Reaction of N-Aryltetrahydroisoquinolines
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A hydrazone-based covalent organic framework (COF) was synthesized by condensation of 2,5-dimethoxyterephthalohydrazide with 1,3,5-triformylbenzene under solvothermal conditions. The COF material exhibits excellent porosity with a BET surface area of up t
- Liu, Wanting,Su, Qing,Ju, Pengyao,Guo, Bixuan,Zhou, Hui,Li, Guanghua,Wu, Qiaolin
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p. 664 - 669
(2017/03/01)
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- Metal organic frame material used for visible light photocatalysis, and synthetic method and application thereof
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The invention discloses a metal organic frame material used for visible light photocatalysis, and a synthetic method and an application thereof. The method comprises the following steps: uniformly mixing two organic ligands H21 and H22 in an N,N-dimethyl formamide (DMF) solvent, adding ZrCl4, and reacting under the control of acetic acid to obtain the metal organic frame material UIO-68Se, wherein a molar ratio of the two organic ligands is 1:1-1:4. The material can be used as a visible light photocatalyst, and catalyzes a cross-coupling reaction of tertiary amine and a nucleophilic reagent in air environment. The photocatalyst based on the metal organic frame material has the advantages of high activity, good circularity, strong stability and easy separation and recovery.
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Paragraph 0049; 0050; 0051; 0054; 0055
(2016/11/07)
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- AIE-active tetraphenylethene functionalized metal-organic framework for selective detection of nitroaromatic explosives and organic photocatalysis
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AIE-active luminogen tetraphenylethene (TPE) was incorporated into a UiO-isoreticular zirconium metal-organic framework via the strategy of mixed dicarboxylate struts, and the resulting functionalized MOF shows a strong blue-green emission and selective s
- Li, Qiu-Yan,Ma, Zheng,Zhang, Wen-Qiang,Xu, Jia-Long,Wei, Wei,Lu, Han,Zhao, Xinsheng,Wang, Xiao-Jun
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supporting information
p. 11284 - 11287
(2016/09/23)
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- A diiodo-BODIPY postmodified metal-organic framework for efficient heterogeneous organo-photocatalysis
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The organic photosensitizer diiodo-BODIPY has been covalently conjugated into a Zr(iv)-based metal-organic framework with UiO topology via postsynthetic modification, which serves as a highly active and recyclable heterogeneous photocatalyst for aerobic c
- Quan, Ying,Li, Qiu-Yan,Zhang, Quan,Zhang, Wen-Qiang,Lu, Han,Yu, Jun-Hao,Chen, Jian,Zhao, Xinsheng,Wang, Xiao-Jun
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p. 23995 - 23999
(2016/03/15)
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- Robust Metal-Organic Framework Containing Benzoselenadiazole for Highly Efficient Aerobic Cross-dehydrogenative Coupling Reactions under Visible Light
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A zirconium(IV)-based UiO-topological metal-organic framework (UiO-68Se) containing benzoselenadiazole was synthesized by an approach of the mixed dicarboxylate struts, which show highly efficient and recycalable photocatalytic activity for aerobic cross-dehydrogenative coupling reactions between tertiary amines and various carbon nucleophiles under visible-light irradiation.
- Zhang, Wen-Qiang,Li, Qiu-Yan,Zhang, Quan,Lu, Yingqiao,Lu, Han,Wang, Wenguang,Zhao, Xinsheng,Wang, Xiao-Jun
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supporting information
p. 1005 - 1007
(2016/02/09)
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- A visible light photocatalytic cross-dehydrogenative coupling/dehydrogenation/6π-cyclization/oxidation cascade: Synthesis of 12-nitroindoloisoquinolines from 2-aryltetrahydroisoquinolines
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A visible light-induced photocatalytic dehydrogenation/6π-cyclization/oxidation cascade converts 1-(nitromethyl)-2-aryl-1,2,3,4-tetrahydroisoquinolines into novel 12-nitro-substituted tetracyclic indolo[2,1-a]isoquinoline derivatives. Various photocatalysts promote the reaction in the presence of air and a base, the most efficient being 1-aminoanthraquinone in combination with K3PO4. Further, the 12-nitroindoloisoquinoline products can be accessed directly from C1-unfunctionalized 2-aryl-1,2,3,4-tetrahydroisoquinolines by extending the one-pot protocol with a foregoing photocatalytic cross-dehydrogenative coupling reaction, resulting in a quadruple cascade transformation.
- Rusch, Fabian,Unkel, Lisa-Natascha,Alpers, Dirk,Hoffmann, Frank,Brasholz, Malte
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supporting information
p. 8336 - 8340
(2015/06/02)
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- The singlet excited state of BODIPY promoted aerobic cross-dehydrogenative-coupling reactions under visible light
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In contrast to previous studies, we disclose for the first time that the singlet excited state (1PS?) of BODIPY rather than the triplet excited state (3PS?) can drive C-H bond activation to form C-C and C-P bonds smoothly, which offers new methods to promote organic transformation under visible light irradiation.
- Wang, Xu-Zhe,Meng, Qing-Yuan,Zhong, Jian-Ji,Gao, Xue-Wang,Lei, Tao,Zhao, Lei-Min,Li, Zhi-Jun,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
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p. 11256 - 11259
(2015/07/07)
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- A porous metal-organic framework containing multiple active Cu2+ sites for highly efficient cross dehydrogenative coupling reaction
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A novel 3D porous metal-organic framework was constructed from imidazole carboxylate linkers and copper(ii) nodes, which in situ generates multiple active CuII sites in the nanosized channel walls for highly efficient cross dehydrogenative coup
- Zhu, Shu-Lan,Ou, Sha,Zhao, Min,Shen, Hong,Wu, Chuan-De
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p. 2038 - 2041
(2015/01/30)
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- Platinum(II) Schiff Base Complexes as Photocatalysts for Visible-Light-Induced Cross-Dehydrogenative Coupling Reactions
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Four phosphorescent platinum(II) Schiff base complexes are screened for application in visible-light-induced cross-dehydrogenative coupling (CDC) reactions. Preliminary studies show that, among the four platinum(II) complexes, Pt3 is an efficient catalyst
- Shelar, Deepak Prakash,Li, Ting-Ting,Chen, Yong,Fu, Wen-Fu
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p. 1541 - 1546
(2015/10/19)
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- Photoredox catalysis under shear using thin film vortex microfluidics
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A microfluidic vortex fluidic device (VFD) operating in either confined or continuous mode is effective in high yielding photoredox reactions involving Rose Bengal, with short reaction times. This processing can be translated to multi-components reactions
- Gandy, Michael N.,Raston, Colin L.,Stubbs, Keith A.
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supporting information
p. 11041 - 11044
(2015/07/02)
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- Mechanically activated ring-opening reactions of N-acyl-1,2,3,4-tetrahydroisoquinolines derived from the synthesis of praziquantel intermediate
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Abstract An unexpected DDQ-promoted ring-opening reaction of N-chloroacetyl-tetrahydroisoquinoline under ball milling conditions was revealed during the synthesis of Praziquantel. A variety of N-acyl-tetrahydroisoquinolines were then tested to further inv
- Yu, Jingbo,Wang, Zhi,Zhang, Yang,Su, Weike
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p. 6116 - 6123
(2015/08/03)
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- Long-lived excited states of zwitterionic copper(I) complexes for photoinduced cross-dehydrogenative coupling reactions
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Four heteroleptic copper(I) complexes containing phenanthroline and monoanionic nido-carborane-diphosphine ligands have been prepared and structurally characterized by various spectroscopic techniques and X-ray diffraction. These complexes exhibit intense
- Wang, Bin,Shelar, Deepak Prakash,Han, Xian-Zhu,Li, Ting-Ting,Guan, Xiangguo,Lu, Wei,Liu, Kun,Chen, Yong,Fu, Wen-Fu,Che, Chi-Ming
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p. 1184 - 1190
(2015/03/03)
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- Highly efficient heterogeneous aerobic cross-dehydrogenative coupling via C-H functionalization of tertiary amines using a nanoporous gold skeleton catalyst
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We report for the first time that zero-valent nanoporous gold (AuNPore) is a robust and green heterogeneous catalyst for α-C-H functionalization of various tertiary amines. AuNPore combines with molecular oxygen at 80 °C or tert-butyl hydrogen peroxide at
- Ho, Hon Eong,Ishikawa, Yoshifumi,Asao, Naoki,Yamamoto, Yoshinori,Jin, Tienan
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supporting information
p. 12764 - 12767
(2015/08/18)
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- The direct α-C(sp3)-H functionalisation of N-aryl tetrahydroisoquinolines via an iron-catalysed aerobic nitro-Mannich reaction and continuous flow processing
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An efficient nitro-Mannich type direct α-C(sp3)-H functionalisation of N-aryl-1,2,3,4-tetrahydroisoquinolines catalysed by simple iron salts in combination with O2 as the terminal oxidant is described. The use of a Teflon AF-2400 mem
- Brzozowski, Martin,Forni, Jose A.,Paul Savage,Polyzos, Anastasios
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p. 334 - 337
(2015/02/19)
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- Acetic acid promoted metal-free aerobic carbon-carbon bond forming reactions at α-position of tertiary amines
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The oxidative functionalization of the benzylic C-H bonds in tetrahydroisoquinolines and tetrahydro-β-carboline derivatives was investigated. C-C bond forming reactions proceeded with a range of nucleophiles (nitroalkane, enol silyl ether, indole, allylstannane, and tetrabutylammonium cyanide) under metal-free conditions and an oxygen atmosphere. Acetic acid caused a significant acceleration effect.
- Ueda, Hirofumi,Yoshida, Kei,Tokuyama, Hidetoshi
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p. 4194 - 4197
(2014/09/30)
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- Dicyanopyrazine-derived push-pull chromophores for highly efficient photoredox catalysis
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Here, we report dicyanopyrazine (DPZ)-derived push-pull chromophores, easily prepared and tunable organic compounds, as new kinds of photoredox catalysts. In particular, the DPZ derivative H, containing 2-methoxythienyl as electron-donating moiety, exhibits a broad absorption of visible light with an absorption edge up to 500 nm and excellent redox properties, and has been demonstrated as a desirably active and efficient photoredox catalyst in four challenging kinds of photoredox reactions. The amount of catalyst in most reactions is less than 0.1 mol% and even 0.01 mol%, representing the lowest catalyst loading in the current photoredox organocatalysis. the Partner Organisations 2014.
- Zhao, Yu,Zhang, Chenhao,Chin, Kek Foo,Pytela, Oldrich,Wei, Guo,Liu, Hongjun,Bures, Filip,Jiang, Zhiyong
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p. 30062 - 30067
(2014/08/05)
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- A stable microporous mixed-metal metal-organic framework with highly active cu2+ sites for efficient cross-dehydrogenative coupling reactions
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Two metalloporphyrin octacarboxylates were used to link copper(II) nodes for the formation of two novel porous mixed-metal metal-organic frameworks (M'MOFs) containing nanopore cages (2.1 nm in diameter) or nanotubular channels (1.5 nm in diameter). The h
- Yang, Xiu-Li,Zou, Chao,He, Yabing,Zhao, Min,Chen, Banglin,Xiang, Shengchang,O'keeffe, Michael,Wu, Chuan-De
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supporting information
p. 1447 - 1452
(2014/04/03)
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- Cu2O mesoporous spheres with a high internal diffusion capacity and improved catalytic ability for the aza-Henry reaction driven by visible light
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Mesoporous Cu2O spheres with a large pore size (LP-Cu2O) bring out a better performance towards the photocatalytic aza-Henry reaction than Cu2O spheres with a small pore size (SP-Cu2O). This work highlights the
- Wang, Jun,Ma, Jingwen,Li, Xiaojie,Li, Yang,Zhang, Guoliang,Zhang, Fengbao,Fan, Xiaobin
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supporting information
p. 14237 - 14240
(2015/02/19)
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- Sulfuryl chloride as an efficient initiator for the metal-free aerobic cross-dehydrogenative coupling reaction of tertiary amines
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A metal-free cross-dehydrogenative (CDC) reaction of tertiary amines was developed using a catalytic amount of sulfuryl chloride (SO2Cl 2) under mild aerobic conditions. On the basis of the nature of SO2Cl2, it
- Tanoue, Arata,Yoo, Woo-Jin,Kobayashi, Shu
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supporting information
p. 2346 - 2349
(2014/05/20)
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- Molecular iodine catalyzed cross-dehydrogenative coupling reaction between two sp3 C-H bonds using hydrogen peroxide
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A useful method for molecular iodine catalyzed oxidative C-C bond formation between tertiary amines and a carbon nucleophile using hydrogen peroxide as the terminal oxidant is reported. This is the first report of a molecular iodine catalyzed cross-dehydrogenative coupling (CDC) reaction between two sp 3 C-H bonds.
- Nobuta, Tomoya,Tada, Norihiro,Fujiya, Akitoshi,Kariya, Atsumasa,Miura, Tsuyoshi,Itoh, Akichika
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p. 574 - 577
(2013/04/10)
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