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拉斯特树脂-三苯基膦氧化物及其作为可回收的非均相试剂前体在卤化反应中的应用。

Rasta resin-triphenylphosphine oxides and their use as recyclable heterogeneous reagent precursors in halogenation reactions.

机构信息

Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, People's Republic of China.

出版信息

Beilstein J Org Chem. 2014 Jun 20;10:1397-405. doi: 10.3762/bjoc.10.143. eCollection 2014.

Abstract

Heterogeneous polymer-supported triphenylphosphine oxides based on the rasta resin architecture have been synthesized, and applied as reagent precursors in a wide range of halogenation reactions. The rasta resin-triphenylphosphine oxides were reacted with either oxalyl chloride or oxalyl bromide to form the corresponding halophosphonium salts, and these in turn were reacted with alcohols, aldehydes, aziridines and epoxides to form halogenated products in high yields after simple purification. The polymer-supported triphenylphosphine oxides formed as a byproduct during these reactions could be recovered and reused numerous times with no appreciable decrease in reactivity.

摘要

基于 rasta 树脂结构的杂化聚合物负载三苯基氧化膦已被合成,并作为试剂前体应用于多种卤化反应中。rasta 树脂-三苯基氧化膦与草酰氯或草酰溴反应形成相应的卤化磷盐,这些盐再与醇、醛、氮丙啶和环氧化物反应,经简单纯化后可高产率得到卤化产物。在这些反应中形成的聚合物负载三苯基氧化膦作为副产物可以回收并重复使用多次,而反应活性没有明显降低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c4e/4077539/02be3ec6cc40/Beilstein_J_Org_Chem-10-1397-g003.jpg

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