期刊
TETRAHEDRON
卷 64, 期 22, 页码 5103-5106出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.03.061
关键词
Sonogashira reaction; cyclopropene; acetylene; C-13 NMR; SCS
Coupling of 1-aryl-3,3-difluoro-2-chlorocyclopropenes and phenylacetylene using Sonogashira reaction with Pd(OAc)(2) and CuI as the catalyst with K2CO3 as a base yields phenylethynylcyclopropenes in high selectivity and good yields. The C-13 chemical shifts of C epsilon of similar to 105 ppm on acetylene group significantly different from phenylacetylene (84 ppm) suggest that the acetylene group possesses less sp hybrid character due to an unusual long distance Hammett substituent effect. It is also confirmed by the substituent parameter analysis, while the C beta and C epsilon display the strong resonance effect (their values are 6.89 and 3.37, respectively). (c) 2008 Elsevier Ltd. All rights reserved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据