REACTION OF 1,2-DEHYDRO-O-CARBORANE WITH ACETYLENES - SYNTHESIS AND STRUCTURE OF A CARBORANE ANALOG OF BENZOCYCLOBUTADIENE

被引：50

作者：

HO, DM ^{[1
]}

CUNNINGHAM, RJ ^{[1
]}

BREWER, JA ^{[1
]}

BIAN, N ^{[1
]}

JONES, M ^{[1
]}

机构：

[1] PRINCETON UNIV,DEPT CHEM,PRINCETON,NJ 08544

来源：

INORGANIC CHEMISTRY | 1995年 / 34卷 / 21期

关键词：

D O I：

10.1021/ic00125a028

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Although 1,2-dehydro-o-carborane reacts with 3-hexyne to give the product of an ene reaction, it adds in both ene and 2 + 2 fashions to 1-phenyl-1-propyne to give 9 and 10, respectively. Single-crystal X-ray diffraction of 10 yields a structure for this three-dimensional analogue of benzocyclobutadiene. The stability of 10 shows that there is no strong orbital connection between the cage and the exo-cage pi system. Compound 10 reacts photochemically with 1,3-butadiene to give the 2 + 2 adduct 12.

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页码：5274 / 5278

页数：5

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