Novel Organoaluminum Lewis Acids via Selective Aluminum-Tin Exchange Processes – Electrophilic Initiation by the Aluminum Halide and Ensuing Complexation by the Resulting Tin Halide
作者:John J. Eisch、Katrin Mackenzie、Harald Windisch、Carl Krüger
DOI:10.1002/(sici)1099-0682(199901)1999:1<153::aid-ejic153>3.0.co;2-0
日期:1999.1
With the goals of preparing novel carbaluminating reagents and mono- and bidentate organoaluminum Lewis acids, the scope and limitations of synthesizing the requisite organoalanes by the aluminum-tin exchange between an aluminum halide and the appropriate organostannane have been examined in detail. The interactions of such tin precursors as 1,2-bis(trimethylstannyl)ethyne, allyltri-n-butyltin, benzyltrimethyltin
为了制备新型碳铝化试剂和单齿和双齿有机铝路易斯酸,通过卤化铝和合适的有机锡烷之间的铝-锡交换合成所需有机铝烷的范围和局限性已得到详细研究。1,2-双(三甲基锡烷基)乙炔、烯丙基三正丁基锡、苄基三甲基锡和 1,2-双(三甲基锡烷基)苯等锡前体与各种氯化铝 RnAlCl3–n (R = Me , Et), 在 sp- 或 sp2- 杂化的碳-锡键上进行选择性铝-锡交换并产生诸如烯丙基(甲基)氯化铝、苄基铝二氯化物、1,2-双(二乙基铝)乙炔、1,2 等有机丙烷-双(二甲基铝)苯、1,2-双[氯(甲基)铝]苯和1,2-双(二氯铝)苯以高收率。一个复杂的因素是 R3SnCl 副产物与所得有机铝烷络合的趋势。在某些情况下,例如烯丙基(甲基)氯化铝,这种络合不会干扰试剂的碳铝化作用;在其他情况下,例如 1,2-双[氯(甲基)铝]苯,R3SnCl 可以通过 π 碱和减压去除;在其他结构中,如 1,2-双