Aromatic reactivity. Part XXXVIII. Protodesilylation of 1,2-dihydrobenzocyclobutene, indan, and tetralin
作者:A. R. Bassindale、C. Eaborn、D. R. M. Walton
DOI:10.1039/j29690000012
日期:——
Rates of cleavage (protodesilylation) of some trimethylsilyl derivatives of reduced benzocycloalkenes and o-xylene by a mixture of 10·6M-aqueous perchloric acid and methanol (2 : 5 v/v) have been measured spectrophotometrically. Values (min.–1) of the first-order rate constants (×103) at 50·0° are as follows: 3-trimethylsilyl-o-xylene, 193; 4-trimethysilyl-o-xylene, 153; 1,2-dihydro-3-trimethylsilylbenzocyclobutene
已用分光光度法测定了还原的苯并环烯烃和邻二甲苯的某些三甲基甲硅烷基衍生物被10·6 M高氯酸水溶液和甲醇(2:5 v / v)裂解的速率(原去甲硅烷基化)。在50·0°下的一级速率常数(×10 3)的值(最小值–1)如下:3-三甲基甲硅烷基-邻二甲苯,193;和- (3)。4- trimethysilyl- ö-二甲苯,153; 1,2-二氢-3-三甲基甲硅烷基苯并环丁烯,16·1; 1,2-二氢-4-三甲基甲硅烷基苯并环丁烯,154; 4-三甲基甲硅烷基草酮,77;5-三甲基甲硅烷基草胺,210; 5-三甲基甲硅烷基四氢萘235; 6-三甲基甲硅烷基四氢萘,181。(开环使1,2-二氢苯并环丁烯及其衍生物对亲电试剂行为的大多数研究复杂化,在裂解条件下不会发生。)