AbstractDibutylmethyltin hydride and tert‐butyldibutyltin hydride were employed to examine radical cascade reaction of aza‐1,6‐enyne for the preliminary estimation of homofugality between alkyl groups by product distribution analysis. Use of either dibutylmethyltin hydride or tert‐butyldibutyltin hydride preferentially produced butylmethylstannolane, in which butyl group was mainly substituted by vinyl radical.
Experiments designed for the synthesis of tetra-t-butyltin by the reaction of tri-t-butyltin halide with t-butyl-lithium led to the isolation of hexa-t-butyldistannane. On the other hand, other organolithium and Grignard reagents yielded the expected products. A critical study was undertaken to establish the structural requirements in the organotin derivatives for the normal substitution to occur preferentially
合成了几种叔丁基锡衍生物,包括氯化三叔丁基锡和碘化物。设计用于通过三叔丁基卤化锡与叔丁基锂反应合成四叔丁基锡的实验导致了六叔丁基二锡烷的分离。另一方面,其他有机锂和格利雅试剂也可产生预期的产物。进行了一项严格的研究,以建立有机锡衍生物的结构要求,以使正常取代优先于偶联反应发生。为此目的,合成了两个系列的R 1 2 R 2 SnX型单体:系列I,其中R 1 = Bu t;R 2 = Ph,p -MeC 6H 4,PhCH 2或Bu n;和系列II,其中R 2 = Bu t;R 1= Ph,PhCH 2或Bu n;X = Cl,Br或I。观察到与系列I耦合,而系列II产生正常产物。发现四取代有机锡化合物在氯仿中的卤化反应与以下反应顺序一致:Ph> PhCH 2 > Bu t > Bu n。
Holloway, C. E.; Kandil, S. A., Proc. 14th Intern. Conf. Coord. Chem., Toronto 1972, S. 139/41
AbstractDibutylmethyltin hydride and tert‐butyldibutyltin hydride were employed to examine radical cascade reaction of aza‐1,6‐enyne for the preliminary estimation of homofugality between alkyl groups by product distribution analysis. Use of either dibutylmethyltin hydride or tert‐butyldibutyltin hydride preferentially produced butylmethylstannolane, in which butyl group was mainly substituted by vinyl radical.