文献类型：期刊文献

英文题名：A substituted tricyclohexylphosphane with "conformational lock"

作者：Liu, Ziyue[1];Li, Tiejun[2];Zhao, Jianhong[1];Tang, Wenjun[1,2,3]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Drug Design, 130 Meilong Rd, Shanghai 200037, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China;[3]Univ Chinese Acad Sci, Sch Chem & Mat Sci, Hangzhou Inst Adv Study, 1 Sub Lane Xiangshan, Hangzhou 310024, Zhejiang, Peoples R China

年份：2020

卷号：76

期号：23

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000534460400002)】；

基金：We are grateful to the Strategic Priority Research Program of the Chinese Academy of Sciences XDB20000000, CAS (QYZDY-SSW-SLH029), NSFC (21725205, 21432007, 21572246), STCSM18520712200, and K.C. Wong Education Foundation.

语种：英文

外文关键词：Tricyclohexylphosphane; Conformational lock; Ligand; Cross-coupling; Palladium

摘要：A substituted tricyclohexylphosphane with "conformational lock", tri(4-trans-(tert-butyl)cyclohexyl) phosphane L, has been designed and synthesized. The ligand has shown similar steric bulkiness and conformations to tricyclohexylphosphane at solid state. The comparable or slightly better performance of ligand L compared to PCy3 in Suzuki-Miyaura coupling has demonstrated the similar steric properties of two ligands in reaction and the effectiveness of the chair conformer of the cyclohexyl rings. The ineffectiveness of both L and PCy3 in palladium-catalyzed aminations has also manifested the weakness of such ligands and a sterically more bulky ligand is needed in order to develop a more efficient amination. (C) 2020 Elsevier Ltd. All rights reserved.