New cyclic phosphonium salts derived from the reaction of phosphine-aldehydes with acid
作者:Alexandre A. Mikhailine、Paraskevi O. Lagaditis、Peter E. Sues、Alan J. Lough、Robert H. Morris
DOI:10.1016/j.jorganchem.2010.04.016
日期:2010.6
Various cyclic phosphonium structures are formed in high yield by the deprotection of unstable phosphine-aldehydes in acidic solution. When there is a methylene spacer between the phosphine and the aldehyde, a phosphonium ion [PHR2CH2CH(OEt)2]Br2, R=iPrOH, Et is obtained. Reaction of these phosphonium salts with water produces the dimers [–PR2CH2CH(OH)–]2[Br]2 R = iPr, Et. When there is an ethylene
通过将不稳定的膦醛在酸性溶液中脱保护,可以高产率形成各种环状结构。当在膦和醛之间存在亚甲基间隔基时,获得ion离子[PHR 2 CH 2 CH(OEt)2 ] Br 2,R = iPrOH,Et。这些phospho盐与水反应生成二聚体[–PR 2 CH 2 CH(OH)–] 2 [Br] 2 R = i Pr,Et。如PPh 2 CH 2 CH 2 CH(OCH 2 CH 2O),一种具有16元环[-PPh 2 CH 2 CH 2 CH(OH)–] 4 [Cl] 4的显着四聚体,在盐酸溶液中形成为一种非对映异构体。HCl与受保护的膦醛与丙烯间隔基(PPh 2 CH 2 CH 2 CH 2 CH(OCH 2 CH 2 O))的反应导致形成单体phospho盐[–PPh 2 CH 2 CH 2 CH 2具有5元环的CH(OH)–] Cl。使用X射线衍射实验确定了不同环类型的固态结构。