The addition of terminal alkynes to dimesitylfluorenylidenegermane

被引：10
|
作者：
Tashkandi, Nada Y. [1 ]
Pavelka, Laura C. [1 ]
Hanson, Margaret A. [1 ]
Baines, Kim M. [1 ]
机构：
[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada
来源：
CANADIAN JOURNAL OF CHEMISTRY | 2014年 / 92卷 / 06期
基金：
加拿大自然科学与工程研究理事会;
关键词：
germene; alkyne; cycloaddition; mechanism; CYCLOPROPYL ALKYNES; REACTIVITY; SILENE; GERMENE; GE;
D O I：
10.1139/cjc-2013-0532
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A variety of terminal alkynes were added to dimesitylfluorenylidenegermane, Mes(2)Ge=CR2 (where CR2 = fluorenylidene). The addition of phenylacetylene and 1-hexyne to Mes(2)Ge=CR2 gave a germacyclohexene via a cycloaddition where the germene acts as the 4 pi component and the alkyne as the 2 pi component. Through the use of a mechanistic probe, trans-(2-phenylcyclopropyl)-acetylene, the reaction was postulated to proceed through a concerted [2+4] cycloaddition. The addition of ethoxyacetylene to the germene produced both a [2+2] cycloadduct, a germacyclobutene, and a [2+4] cycloadduct, a germacyclohexene. The results of this study are compared to the results of the addition of alkynes to Mes(2)Ge=CHCH2-t-Bu.
引用
收藏
页码：462 / 470
页数：9
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