13294-33-2Relevant academic research and scientific papers
Luminescent Iridium(III) Pyridinium-Derived N-Heterocyclic Carbene Complexes as Versatile Photoredox Catalysts
Lam, Tsz Lung,Lai, Jing,Annapureddy, Rajasekar Reddy,Xue, Minying,Yang, Chen,Guan, Yunzhi,Zhou, Pingjian,Chan, Sharon Lai-Fung
, p. 10835 - 10839 (2017)
The development of novel luminescent iridium(III) complexes with highly tunable emission energy and versatile applications is of particular importance. In this Communication, a series of luminescent iridium(III) complexes supported by chromophoric pyridinium-derived N-heterocyclic carbene (NHC) ligands that display tunable emission from 516 to 682 nm were prepared. These complexes can be used as photocatalysts in photooxidation and photoreduction reactions and could have potential applications in pH sensing.
Sulfamic acid: An efficient and recyclable catalyst for the regioselective hydrothiolation of terminal alkenes and alkynes with thiols
Rosa, Clarissa Helena,Peixoto, Maura Luise B.,Rosa, Gilber Ricardo,Godoi, Benhur,Galetto, Fábio Zazyki,D'Oca, Marcelo Gon?alves Montes,Godoi, Marcelo
, p. 3777 - 3781 (2017)
Herein, we described a new method for the preparation of thioethers through hydrothiolation of alkenes and alkynes, using sulfamic acid as a reusable catalyst. Generally, this new methodology afforded the desired products in very good yields, under metal
Electrophilic Vinylation of Thiols under Mild and Transition Metal-Free Conditions
Castoldi, Laura,Di Tommaso, Ester Maria,Gr?fen, Barbara,Olofsson, Berit,Reitti, Marcus
supporting information, p. 15512 - 15516 (2020/06/23)
The iodine(III) reagents vinylbenziodoxolones (VBX) were employed to vinylate a series of aliphatic and aromatic thiols, providing E-alkenyl sulfides with complete chemo- and regioselectivity, as well as excellent stereoselectivity. The methodology displays high functional group tolerance and proceeds under mild and transition metal-free conditions without the need for excess substrate or reagents. Mercaptothiazoles could be vinylated under modified conditions, resulting in opposite stereoselectivity compared to previous reactions with vinyliodonium salts. Novel VBX reagents with substituted benziodoxolone cores were prepared, and improved reactivity was discovered with a dimethyl-substituted core.
Anti-Markovnikov stereoselective hydroamination and hydrothiolation of (hetero)aromatic alkynes using a metal-free cyclic trimeric phosphazene base
Zhao, Na,Lin, Chengdong,Wen, Lirong,Li, Zhibo
, p. 3432 - 3440 (2019/05/15)
Hydroamination and hydrothiolation are the most efficient and completely atom-economical process to construct important enamine and vinyl sulfide intermediates in pharmaceutical and organic chemistry. The cyclic trimeric phosphazene base (CTPB) showed gre
Visible light initiated hydrothiolation of alkenes and alkynes over ZnIn2S4
Li, Yuanyuan,Cai, Jingyu,Hao, Mingming,Li, Zhaohui
, p. 2345 - 2351 (2019/05/21)
The construction of C-S bonds is very important. The hydrothiolation of alkenes or alkynes with thiols represents an attractive and atom economical approach for the formation of C-S bonds. In this manuscript, flowerlike microspheres of ZnIn2S4 consisting of interweaving nanoflakes were prepared by a solvothermal method and were applied for the first time in the visible light initiated hydrothiolation of alkenes and alkynes. The reactions between a broad range of thiols and alkynes or alkenes over irradiated ZnIn2S4 afford the corresponding hydrothiolated products in moderate to excellent yields. The mechanism proposed based on the ESR results suggests that the holes generated over irradiated ZnIn2S4 are reductively quenched by the thiols to generate thiyl radicals, which are added to the alkynes/alkenes to generate alkene/alkyl radicals for the propagation of thiol-ene/thiol-yne coupling reactions. The use of solar light and a semiconductor-based photocatalyst to realize the thiol-ene and thiol-yne coupling reactions in a green solvent (methanol), with only stoichiometric thiols required and applicable to a broad substrate scope, makes this reaction protocol a green, sustainable and cost-effective strategy for the synthesis of thiolated products. This study also highlights the great potential of semiconductor-based photocatalysis for advanced organic syntheses.
Regioselective hydrothiolation of terminal acetylene catalyzed by magnetite (Fe3O4) nanoparticles
Rocha, Manuela S. T.,Rafique, Jamal,Saba, Sumbal,Azeredo, Juliano B.,Back, Davi,Godoi, Marcelo,Braga, Antonio L.
supporting information, p. 291 - 298 (2017/02/10)
Herein, we report a new and solvent-free methodology for the preparation of vinyl thioethers from terminal alkynes and thiols, using magnetite (Fe3O4) nanoparticles as a recyclable catalyst. With this greener method, the desired viny
Design of highly selective alkyne hydrothiolation RhI-NHC catalysts: Carbonyl-triggered nonoxidative mechanism
Palacios, Laura,Meheut, Yoann,Galiana-Cameo, María,Artigas, María José,DI Giuseppe, Andrea,Lahoz, Fernando J.,Polo, Victor,Castarlenas, Ricardo,Pérez-Torrente, Jesús J.,Oro, Luis A.
, p. 2198 - 2207 (2017/06/19)
New RhI-IPr (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-carbene) complexes bearing an N,O-pyridine-2-methanolato (N-O) bidentate ligand have been prepared. The carbonyl complex Rh(N-O)(IPr)(CO) efficiently catalyzes the hydrothiolation of
Decarbonylation of Salicylaldehyde Activated by p-Cymene Ruthenium(II) Dimer: Implication for Catalytic Alkyne Hydrothiolation
Modem, Sarangapani,Kankala, Shravankumar,Balaboina, Ramesh,Thirukovela, Narasimha Swamy,Jonnalagadda, Sreekantha B.,Vadde, Ravinder,Vasam, Chandra Sekhar
, p. 4635 - 4642 (2016/09/28)
A stoichiometric C–H activation/decarbonylation of salicylaldehyde by [(η6-p-cymene)RuCl2]2gave a carbonyl derivative [(η6-p-cymene)RuCl(CO)(Ph-O)] (1) without the use of CO gas. A variety of polar phosphines were then incorporated into compound 1 to give new RuIIcationic catalysts, [(η6-p-cymene)Ru(CO)(Ph-O)L]BF4(2–8). These were used to catalyse the hydrothiolation of alkynes with a range of thiols in aqueous THF to give anti-Markovnikov E-linear vinyl sulfides in high yields.
One-pot Metal-free Synthesis of Benzyl Alkyl Sulfides
Lu, Xiaogang,Wang, Hongmei,Gao, Runli,Pei, Chengxin
, p. 45 - 52 (2015/10/29)
The synthesis of sulfides is important in various fields. This paper reports an efficient, odorless, and viable protocol for the base-mediated synthesis of benzyl alkyl sulfides using thiourea. The reactions were carried out under transition-metal-free co
Calcium-catalyzed bis-hydrothiolation of unactivated alkynes providing dithioacetals
Hut'Ka, Martin,Tsubogo, Tetsu,Kobayashi, Shu
supporting information, p. 5626 - 5629 (2015/02/19)
Bis-hydrothiolation of alkynes providing anti-Markovnikov dithioacetals is reported. Lewis-acidic Ca(OSO2C4F9)2 (Ca(ONf)2) was synthesized for the first time and was shown to be an excellent catalyst
