Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian, Liaoning 116023, China.
Chem Soc Rev. 2013 Jan 21;42(2):599-621. doi: 10.1039/c2cs35323g.
C-S bond activation, cleavage and transformations by means of transition metal compounds have recently become more and more important in the petroleum industry and synthetic chemistry. Homogeneous transition metal compounds have been investigated in order to provide the fundamental insight into the C-S bond cleavage in problematic organosulfur compounds such as thiophene, benzo- and dibenzothiophene derivatives. Rendering transition-metal mediated reactions with organosulfur compounds catalytic may provide promising routes to deep hydrodesulfurization of petroleum feedstocks, and offer potentially useful synthetic protocols for cross-couplings and biomimetic organic synthesis. During the last few decades increasing work was documented on C-S bond activation and transformations by means of transition metal compounds. This review summarizes the recent advances in C-S bond cleavage via the insertion of transition metals into the inert C-S bonds of these problematic organosulfur compounds, and transition-metal mediated C-S bond transformations via C-S activation through cross-couplings of thioesters, ketene dithioacetals, sulfonyl chlorides, and other diverse organosulfur compounds.
通过过渡金属化合物实现 C-S 键的活化、断裂和转化,在石油工业和合成化学领域变得越来越重要。为了深入了解噻吩、苯并和二苯并噻吩衍生物等有问题的有机硫化合物中 C-S 键的断裂,人们研究了均相过渡金属化合物。使过渡金属介导的与有机硫化合物的反应具有催化性,可能为石油原料的深度加氢脱硫提供有前景的途径,并为交叉偶联和仿生有机合成提供潜在有用的合成方案。在过去的几十年中,人们对通过过渡金属化合物实现 C-S 键的活化和转化进行了越来越多的研究。本综述总结了通过将过渡金属插入这些有问题的有机硫化合物的惰性 C-S 键中实现 C-S 键断裂的最新进展,以及通过硫酯、酮二硫缩醛、亚磺酰氯和其他各种有机硫化合物的交叉偶联实现 C-S 键转化的过渡金属介导的 C-S 键转化。