2328-18-9Relevant academic research and scientific papers
P-H-functionalized phosphanyl alcohols: See abstract
Koch, Thomas,Blaurock, Steffen,Somoza Jr., Fernando,Hey-Hawkins, Evamarie
, p. 2167 - 2172 (2007/10/03)
The P-H-functionalized phosphanyl alcohols RHPCH2-CHMeOH [R = Ph (1), 2,4,6-Me3C6H2 (Mes) (2), 2,4,6-iPr3C6H2 (Tipp) (3)] and 2-PHR-1-OH-cyclo-C6H10 [(R = Ph (4), Mes (5), Tipp (6)] have been prepared by ring-opening of propene oxide or cyclohexene oxide, respectively, with the appropriate LiPHR species, followed by hydrolytic workup and distillation (1-4) or recrystallization (5, 6). 1-6, which were obtained as diastereomeric mixtures, have been characterized spectroscopically (1H, 13C, 31P NMR, IR, MS). Only in the case of 6 could separation of the diastereomers be achieved by fractional crystallization and the molecular structure of the racemic isomer (C(R),C(R),P(R)/C(S),C(S),P(S)) has been determined. In situ double deprotonation of 1-6 with BuLi gave the corresponding dianions 1a-6a. The molecular structure of the dilithio salt [Li2(THF)0.5){(C(R),C(R)/C(S),C(S))-2-P(2,4,6-iPr3C6H2)-1-O-cyclo-C6 H10}]4 (6a) has been determined and shows that it is tetrameric in the solid state with a central Li8 cluster.
