Preparation, identification and application of 1,5-bis triphenylphosphonium pentane diborohydride in reduction of carbonyl compounds

In the past 40 years, metal hydrides, particularly sodium borohydride and lithium aluminum hydride, have emerged as preeminent reducing agents in modern organic chemistry.1, 2 In order to change the reactivity of NaBH4, various structural modifications of NaBH4 are reported.3 Herein, a new, efficient and stable reducing reagent, 1,5-bis triphenylphosphonium pentane diborohydride is introduced and characterized by IR, NMR spectroscopy. This new reagent is quantitatively prepared and used for reduction of variety of carbonyl compounds to their corresponding alcohols in dry acetonitrile at room temperature or under solvent free conditions. Chemoselective reduction of aldehydes over ketones, stability, high yields and rates of the reactions, working under aprotic reaction conditions or in the absence of solvent and ease of preparation of the reagent are some of advantages of this new reducing reagent.

کلیدواژه ها:

diphosphonium diborohydride ، reducing agent ، reduction reaction ، carbonyl compounds.