- Peripherally octamethyl zinc(II) phthalocyanines with various axial substituents
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A series of zinc(II) phthalocyanine complexes peripherally octa-substituted by methyl groups and with axially ligated N-donor ligands, (Zn(Me)8Pc-L, where L is pyridine (4), 3-methylpyridine (5), 3,4-lutidine (6) and 3,5-lutidine (7)), was synt
- Janczak, Jan
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Read Online
- Synthesis, characterization and luminescent properties of three-coordinate copper(I) halide complexes containing diphenylamino monodentate phosphine ligand
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Three-coordinate copper halide complexes with a bidentate phosphine ligand have received much attention. Here, a series of three-coordinate dinuclear copper halide complexes containing a diphenylamino monodentate phosphine ligand, [CuX(dpnp)]2
- Chen, Bu-Lin,Liu, Li,Zhong, Xin-Xin,Asiri, Abdullah M.,Alamry, Khalid A.,Li, Fa-Bao,Zhu, Nian-Yong,Wong, Wai-Yeung,Qin, Hai-Mei
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Read Online
- Molecular belts. 2. Substrate-directed syntheses of belt-type and cage-type structures
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The trebly-diastereoselective synthesis and structural characterization of two macropolycyclic derivatives, which are based npon building blocks incorporating six-membered rings that are both [a,c]- and [a,d]-fused, have been achieved by a Diels-Alder oli
- Ashton, Peter R.,Girreser, Ulrich,Giuffrida, Daniele,Kohanke, Franz H.,Mathias, John P.,Raymo, Fran?isco M.,Slawin, Alexandra M. Z.,Fraser Stoddart,Williams, David J.
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Read Online
- Multisubstituted C2-symmetric ansa -metallocenes bearing nitrogen heterocycles: Influence of substituents on catalytic properties in propylene polymerization at higher temperatures
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In this work we systematically studied the effects of modifications of substituents on the performance of the isospecific zirconocene-based catalyst family, Me2Si(2-Alk-4-(N-carbazolyl)Ind)ZrX2 (X = Cl, Me), wherein the progenitor was shown to be particul
- Canich, Jo Ann M.,Goryunov, Georgy P.,Izmer, Vyatcheslav V.,Kononovich, Dmitry S.,Kulyabin, Pavel S.,Sharikov, Mikhail I.,Uborsky, Dmitry V.,Voskoboynikov, Alexander Z.
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supporting information
p. 6170 - 6180
(2021/05/19)
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- High-solubility triaryl carboborate as well as preparation method and application thereof
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The invention relates to high-solubility triaryl carboborate as well as a preparation method and application thereof. The structural general formula is shown in the specification. The high-solubilitytriaryl carboborate has the advantages of cheap and easi
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Paragraph 0069; 0071
(2020/10/04)
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- Subnaphthalocyanine triimides: Potential three-dimensional solution processable acceptors for organic solar cells
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Subnaphthalocyanine triimides (SubNcTIs) as solution processable electron acceptors were designed and synthesized by introducing three electron-withdrawing imide groups to subnaphthalocyanines. Their solubility and crystallinity could be adjusted convenie
- Cai, Chunsheng,Chen, Shanshan,Li, Li,Yuan, Zhongyi,Zhao, Xiaohong,Zhang, Youdi,Hu, Yu,Yang, Changduk,Hu, Ming,Huang, Xiaoshuai,Chen, Xuanwen,Chen, Yiwang
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p. 2186 - 2195
(2020/02/22)
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- Dicyano-substituted 2,3-naphthalimide: Synthesis and optoelectronic properties
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Organic semiconductors (OSCs) have been attracted intensive academic and commercial interest due to their intriguing optoelectronic properties and potential applications for electronics. However, the development of n-type OSCs has significantly lagged beh
- Li, Jinling,Lin, Haowei,Huang, Jie,Yin, Jun
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- Subphthalocyanine Triimides: Solution Processable Bowl-Shaped Acceptors for Bulk Heterojunction Solar Cells
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Ten subphthalocyanine triimides (SubPcTI) with different substituents at imide sites and B atoms were designed and synthesized. These compounds with low-lying lowest unoccupied molecular orbital energy levels (from -3.91 to -3.98 eV), strong absorption in
- Huang, Xiaoshuai,Hu, Ming,Zhao, Xiaohong,Li, Chao,Yuan, Zhongyi,Liu, Xia,Cai, Chunsheng,Zhang, Youdi,Hu, Yu,Chen, Yiwang
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supporting information
p. 3382 - 3386
(2019/05/10)
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- Synthesis of triphenylene derivatives by Pd-catalyzed Suzuki coupling/intramolecular C–H activation between arylboronic acids and dibromobiphenyls
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An efficient and regioselective synthesis of functionalized triphenylenes via palladium-catalyzed Suzuki-Miyaura coupling and subsequent intramolecular C–H activation between arylboronic acids and dibromobiphenyls was developed. This methodology showed excellent atomic economy and regiospecificity as well as synthetic feasibility of unsymmetrical triphenylenes.
- Tu, Jingxuan,Li, Gaoqiang,Zhao, Xiaoqian,Xu, Feng
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supporting information
p. 44 - 47
(2018/11/30)
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- Catalysis with chalcogen bonds: Neutral benzodiselenazole scaffolds with high-precision selenium donors of variable strength
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The benzodiselenazoles (BDS) introduced in this report fulfill, for the first time, all the prerequisites for non-covalent high-precision chalcogen-bonding catalysis in the focal point of conformationally immobilized σ holes on strong selenium donors in a neutral scaffold. Rational bite-angle adjustment to the long Se-C bonds was the key for BDS design. For the unprecedented BDS motif, synthesis of 12 analogs from o-xylene, crystal structure, σ hole variation strategies, optoelectronic properties, theoretical and experimental anion binding as well as catalytic activity are reported. Chloride binding increases with the depth of the σ holes down to KD = 11 μM in THF. Catalytic activities follow the same trend and culminate in rate enhancements for transfer hydrogenation of quinolines beyond 100000.
- Benz, Sebastian,Mareda, Jiri,Besnard, Céline,Sakai, Naomi,Matile, Stefan
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p. 8164 - 8169
(2017/11/27)
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- Phthalocyanine compound as well as synthesis method and application thereof
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The invention relates to a phthalocyanine compound. The phthalocyanine compound has the structure shown in the formula I, wherein A refers to transition metal or rare-earth metal; R1 refers to phenyl groups, naphthyl groups and n-alkyl groups of C4-C16. T
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Paragraph 0030; 0031; 0032; 0033
(2016/10/31)
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- QUANTITATIVE INTRAMOLECULAR FISSION IN OLIGOACENES, MATERIALS, AND METHODS OF USE THEREOF
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The present invention provides soluble, stable singlet fission (SF) compounds, compositions, materials, methods of their use, and methods for their preparation that provide efficient intramolecular singlet fission (iSF) and multiple excitons. The SF compo
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Paragraph 0289
(2016/07/05)
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- Synthesis of Cyclopropanated 7-Azabenzonorbornadienes
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7-Azabenzonorbornadienes bearing various aryl or N-substituents were treated with diazomethane in the presence of palladium to afford desirable yields of cyclopropanated products (75-98%). The current approach suggests an efficient synthesis for CH2-cyclopropanated 7-azabenzonorbornadienes which lends promise to the development of new ring-opening preparations of biologically useful organic frameworks.
- Carlson, Emily,Tam, William
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p. 2449 - 2454
(2016/07/28)
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- Electrophilic aryl-halogenation using N-halosuccinimides under ball-milling
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We report here a methodology of chemo- and regio-selective aryl bromination and iodination using respective N-halosuccinimides at room temperature in the absence of any solvents, catalyst/additives under ball-milling condition. However, for chlorination ceric ammonium nitrate was used as additive. The coupled product succinimide, produced from the reactions, was recycled via regeneration of NBS. This methodology works with the electron-donor substituted or unsubstituted arenes.
- Bose, Anima,Mal, Prasenjit
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supporting information
p. 2154 - 2156
(2015/03/18)
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- Palladium-Catalyzed Annulation of 2,2 ′ -Dibromobiphenyls with Alkynes: Synthesis of Functionalized Phenanthrenes and Dibenzochrysenes
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A palladium-catalyzed annulation process of 2,2′-dibromobiphenyls with alkynes for the synthesis of functionalized phenanthrenes has been realized. The methodology provides an efficient approach to dibenzochrysene derivatives starting from simple reactants in two steps.
- Ma, Jun,Li, Gaoqiang,Qiao, Yan,Tu, Jingxuan,Liu, Sha,Xu, Feng
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supporting information
p. 1991 - 1996
(2015/09/01)
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- Electrophilic aryl-halogenation using N-halosuccinimides under ball-milling
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We report here a methodology of chemo- and regio-selective aryl bromination and iodination using respective N-halosuccinimides at room temperature in the absence of any solvents, catalyst/additives under ball-milling condition. However, for chlorination ceric ammonium nitrate was used as additive. The coupled product succinimide, produced from the reactions, was recycled via regeneration of NBS. This methodology works with the electron-donor substituted or unsubstituted arenes.
- Bose, Anima,Mal, Prasenjit
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supporting information
p. 2154 - 2156
(2014/04/03)
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- Enhanced optical limiting performance of substituted metallo- naphthalocyanines with wide optical limiting window
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Octa-(4-tert-butylphenoxy) substituted naphthalocyanines coordinated with different central metals (Ga, In) were synthesized and their photophysical and optical limiting properties were investigated. The naphthalocyanines substituted peripherally with bul
- Xu, Jian,Chen, Jun,Chen, Li,Hu, Rui,Wang, Shuangqing,Li, Shayu,Ma, Jin Shi,Yang, Guoqiang
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p. 144 - 150
(2014/06/23)
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- Probing intramolecular CH-π interactions in o -quinodimethane adducts of [60]fullerene using variable temperature NMR
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Several o-quinodimethane adducts of [60]fullerene were synthesized and their intramolecular aryl CH-fullerene π interactions were studied using variable temperature-NMR (VT-NMR). Evaluation of the rate constants associated with the first-order transition
- Kopreski, Ryan P.,Briggs, Jonathan B.,Lin, Weimin,Jazdzyk, Mikael,Miller, Glen P.
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scheme or table
p. 1308 - 1315
(2012/04/04)
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- Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives
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The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are u
- Shopsowitz, Kevin E.,Edwards, David,Gallant, Amanda J.,MacLachlan, Mark J.
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scheme or table
p. 8113 - 8119
(2009/12/09)
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- Rearrangements in the Scholl oxidation: implications for molecular architectures
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Rearrangements readily occur in Scholl oxidations and interfere with the construction of certain molecular architectures. 3,3?,4,4′,4″,4?,5′,5″-Octamethoxy-1,1′,2′,1″,2″,1?-quaterphenyl and 3,3?,4,4′,4′′,4?,5′,5′-octamethyl-1,1′,2′,1″,2″,1?-quaterphenyl,
- Ormsby, Jason L.,Black, Tessa D.,Hilton, Cameron L.,Bharat,King, Benjamin T.
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experimental part
p. 11370 - 11378
(2009/04/06)
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- New phosphorus-containing metal phthalocyanine complexes. Synthesis and spectral and electrochemical studies
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Hitherto unknown phosphorus-containing 4,5-bis(diethoxyphosphorylmethyl)- and 4-methyl-5-diethoxyphosphorylmethylphthalonitriles were synthesized starting from o-xylene. Their tetramerization afforded free phthalocyanine ligands and their complexes with Z
- Ivanov,Kabanova,Breusova,Zhukov,Tomilova,Zefirov
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experimental part
p. 1665 - 1670
(2011/04/23)
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- A new and simple synthetic approach to functionalized sulphone derivatives by the Suzuki-Miyaura cross-coupling reaction
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Synthesis of various highly functionalized sulphone derivatives are reported via the bis Suzuki-Miyaura (SM) cross-coupling reaction as a key step. In this regard, the dibromo sulphone 8, prepared from the corresponding sultine derivative 7 by thermal rea
- Kotha, Sambasivarao,Ghosh, Arun Kumar
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p. 227 - 231
(2007/10/03)
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- Pd catalyzed coupling of 1,2-dibromoarenes and anilines: Formation of N,N-diaryl-o-phenylenediamines
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1,2-Dibromoarenes were coupled with aniline derivatives to yield N,N-diaryl-o-phenylenediamines in moderate to good yield using a palladium/phosphine or palladium/carbene catalyst system. Under similar conditions, 1,2,4,5-tetrabromobenzene was coupled with aniline derivatives to produce the corresponding tetrasubstituted derivatives which are oxidized on workup to yield azophenines. The sequential reaction of two different anilines with 1-chloro-2-iodobenzene afforded mixed N,N-diaryl-o-phenylenediamines.
- Wenderski, Todd,Light, Kenneth M.,Ogrin, Doug,Bott, Simon G.,Harlan, C. Jeff
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p. 6851 - 6853
(2007/10/03)
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- 5,6-Bis(trimethylsilyl)benzo[c]furan: An isolable versatile building block for linear polycyclic aromatic compounds
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Benzo[c]furans are a class of interesting and highly reactive compounds that readily undergo Diels-Alder cycloaddition with dienophiles to restore their aromaticity. Initially, the s-tetrazine approach established by Warrener was chosen for the synthesis of the title molecule. However, it was discovered that the rate of production of isobenzofuran from this approach was too slow to react with the fugitive arynes. Consequently, an alternative route was employed to realize the title molecule in a neat state. In this way, the reactions between the title molecule and arynes were successfully achieved. Herein, two synthetic approaches towards the title molecule and its further manipulation for the preparation of silylated linear polycyclic aromatic hydrocarbons (PAH) were reported.
- Chan, Siu-Hin,Yick, Chung-Yan,Wong, Henry N.C
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p. 9413 - 9422
(2007/10/03)
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- Methyl- and methoxy-substituted di[1,4]benzodithiio[2,3-b:2,3-e]-pyridines as new electron donor compounds: Synthesis, molecular structure, electrochemical properties, and EPR studies
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Two new derivatives of di[1,4]benzodithiino[2,3-b:2,3-e]pyridine (5) tetrasubstituted with methyl (7) and methoxy (8) groups at the 2,3,9 and 10 positions have been prepared from 2,3,5,6-tetrachloropyridine, by cyclization reaction with the bidentate nucleophiles, 4,5-dimethyl-and 4,5-dimethoxy-benzene-1,2-dithiol. Cyclic voltammograms for the oxidation of both polyheterocyclic compounds 7 and 8 in CH2Cl2 exhibit two consecutive redox couples. The first pairs are due to the equilibria between the initial compounds and their radical cations, while in the second couples, the electrogenerated radical cations are in equilibrium with the corresponding dications. Radical cations of these molecules have been generated in fluid solution, by oxidation of the parent compounds with thallium(III) trifluoroacetate in trifluoroacetic acid in the case of 7, and by irradiation of a CH2Cl2 solution containing trifluoroacetic acid (10%) in the case of 8. Both species were analyzed by electron paramagnetic resonance (EPR). X-Ray analysis of the molecular structures of both 7 and 8 shows a stable chair-shaped conformation with interplanar angles between the phenyl rings and the pyridine ring of 139.9 and 141.4° for 7 and 133.7° for 8.
- Bueno,Esteve,Irurre,Brillas,Torrelles,Rius,Alvarez-Larena,Piniella,Aleman,Julia
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p. 1503 - 1512
(2007/10/03)
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- Synthesis and Morphology of New Discogenic Phthalocyanine Derivatives
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New discogens based on the octasubstituted phthalocyanines (Pc) were synthesized: 2,3,9,10,16,17,23,24-octakis-phthalocyanine (1a), 2,3,9,10,16,17,23,24-octakis-phthalocyanine (1b), 2,3,9,10,16,17,23,24-o
- Cho, Iwhan,Lim, Youngsoo
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