Iridium Catalysts for Acceptorless Dehydrogenation of Alcohols to Carboxylic Acids: Scope and Mechanism.

ABSTRACT: We introduce iridium-based conditions for the conversion of primary alcohols to potassium carboxylates (or carboxylic acids) in the presence of potassium hydroxide and either [Ir(2-PyCH₂(C₄H₅N₂))(COD)]OTf (1) or [Ir(2-PyCH₂PBu₂ ^t)(COD)]OTf (2). The method provides both aliphatic and benzylic carboxylates in high yield and with outstanding functional group tolerance. We illustrate the application of this method to a diverse variety of primary alcohols, including those involving heterocycles and even free amines. Complex 2 reacts with alcohols to form crystallographically-characterized catalytic intermediates [IrH(η ¹,η ³-C₈H₁₂)(2-PyCH

SUBMITTER: Cherepakhin V 

PROVIDER: S-EPMC6166666 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature