Modular chiral bidentate phosphonites: Design, synthesis, and application in catalytic asymmetric hydroformylation reactions | |
Department | 羰基合成与选择氧化国家重点实验室 |
Zhao BG(赵保国); Peng XG(彭新高); Wang Z(王铮); Xia CG(夏春谷); Ding KL(丁奎岭) | |
2008 | |
Source Publication | Chem. Eur. J. |
ISSN | 0937-6539 |
Volume | 14Pages:7847-7857 |
Abstract | A new class of C2-symmetric chiral bidentate phosphonite ligands has been synthesized in moderate to good yields from readily available starting materials. Application of these air-stable chiral phosphonites in the RhI-catalyzed asymmetric hydroformylation of styrene derivatives, vinyl acetate, and allyl cyanide afforded the corresponding chiral aldehydes with high regio- and enantioselectivities under mild reaction conditions. The modular nature of the ligands allows fine-tuning of the selectivities through judicious modifications of the substituents on the ligand backbone. X-ray structural analysis of the catalyst precursor suggested that the steric hindrance caused by the protruding remote substituents of the ligands into the vicinity of the metal center might be an important factor for the enantio-control of the reaction, whereas the sense of asymmetric induction can be rationalized on the basis of a trigonal-bipyramidal transition state diagram. |
Keyword | Asymmetric Catalysis Bidentate Ligands Hydroformylation Phosphonite Ligands Rhodium |
Subject Area | 清洁催化与生物转化 |
Funding Organization | the National Natural Science Foundation of China (No. 20532050;20632060);the Chinese Academy of Sciences;the Major Basic Research Development Program of China (Grant No.2006CB806106);the Science and Technology Commission of Shanghai Municipality;Merck Research Laboratories |
Indexed By | SCI |
Language | 英语 |
Funding Project | 清洁催化与生物转化研究组 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/1966 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Xia CG(夏春谷); Ding KL(丁奎岭) |
Recommended Citation GB/T 7714 | Zhao BG,Peng XG,Wang Z,et al. Modular chiral bidentate phosphonites: Design, synthesis, and application in catalytic asymmetric hydroformylation reactions[J]. Chem. Eur. J.,2008,14:7847-7857. |
APA | 赵保国,彭新高,王铮,夏春谷,&丁奎岭.(2008).Modular chiral bidentate phosphonites: Design, synthesis, and application in catalytic asymmetric hydroformylation reactions.Chem. Eur. J.,14,7847-7857. |
MLA | 赵保国,et al."Modular chiral bidentate phosphonites: Design, synthesis, and application in catalytic asymmetric hydroformylation reactions".Chem. Eur. J. 14(2008):7847-7857. |
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