Tris(2,6-diphenylbenzyl)amine (TDA) and tris(2,6-diphenylbenzyl)phosphine (TDP) with unique bowl-shaped structures: synthetic application of functionalized TDA to chemoselective silylation of benzylic alcohols
作者:Motoi Naiki、Seiji Shirakawa、Kana Kon-i、Yuichiro Kondo、Keiji Maruoka
DOI:10.1016/s0040-4039(01)01019-x
日期:2001.8
A new strategy for obtaining the formal steric hindrance of tertiary amines by remote steric factors is described by designing the bowl-shaped, structurally unique tris(2,6-diphenylbenzyl)amine (TDA). In addition to its structural uniqueness, TDA possesses the rich electronic atmosphere derived from three 2,6-diphenylbenzyl moieties, thereby allowing the chemoselective silylation of benzylic alcohols
通过设计碗形,结构独特的三(2,6-二苯基苄基)胺(TDA),描述了一种通过远距离位阻获得叔胺形式位阻的新策略。除了其结构上的独特性之外,TDA还具有源自三个2,6-二苯基苄基部分的丰富电子气氛,从而基于有效的芳香π,π相互作用,使苄基醇的化学选择性甲硅烷基化优先于其他醇。这种制备TDA的方法也适用于三(2,6-二苯基苄基)膦(TDP)的新合成。