PHOTOCHEMISTRY OF ALKYNYL-SUBSTITUTED, ALKENYL-SUBSTITUTED, AND CYCLOPROPYL-SUBSTITUTED BORATE SALTS - THE DI-PI-BORATE AND CYCLOPROPYL-PI-BORATE REARRANGEMENTS

被引:29
作者
KROPP, MA [1 ]
BAILLARGEON, M [1 ]
PARK, KM [1 ]
BHAMIDAPATY, K [1 ]
SCHUSTER, GB [1 ]
机构
[1] UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
关键词
D O I
10.1021/ja00006a038
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photochemistry of potassium triphenyl(phenylethynyl)borate (1), tetramethylammonium triphenyl(trans-beta-styryl)borate (2), and cesium phenyl(2-phenylcyclopropyl)dimethylborate (3) was studied. When irradiated with UV light, these compounds undergo rearrangements to generate potassium 1,1,2,3-tetraphenylboratirene (4), tetramethylammonium trans-1,1,2,3-tetraphenylboratirane (5), and (unisolated) cesium 1,1-dimethyl-2,4-diphenylboratetane (6), respectively. The mechanism of these reactions appears to be similar to the di-pi-methane and cyclopropyl-pi-methane routes for the analogous hydrocarbons. The effect of borate structure on the efficiency of these reactions was analyzed. Additionally, the chemical and physical properties of the small-ring borates were probed.
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页码:2155 / 2163
页数:9
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