Pericyclic reactions between aminoboranes R2B=NR2′ and alkenes:: [4+2] vs [2+2] transition states

被引:12
作者
Bissett, KA [1 ]
Gilbert, TA [1 ]
机构
[1] No Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA
关键词
D O I
10.1021/om030643y
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Computational comparison of the [2+2] and [4+2] reactions between aminoboranes R2B=NR'(2) and alkenes CH2=CH(R") shows that the latter are strongly preferred. The preference arises from the [4+2] reactions exhibiting lower reaction barriers than do the [2+2] reactions; the products formed are of nearly equal stability. This behavior mimics that of reactions between alkenes and supports viewing aminoboranes, particularly (F3C)(2)B= NMe2, as acting like polar alkenes.
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页码:850 / 854
页数:5
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