Litcius/Paper detail

Borrowing Hydrogen β-Phosphinomethylation of Alcohols Using Methanol as C1 Source by Pincer Manganese Complex

Feixiang Sun, Xin Chen, Siyi Wang, Fan Sun, Sheng‐Yin Zhao, Weiping Liu

2023Journal of the American Chemical Society42 citationsDOI

Abstract

H containing alcohols, methanol, and phosphines for the synthesis of γ-hydroxy phosphines via a borrowing hydrogen strategy. In this development, methanol serves as a sustainable C1 source. A variety of aromatic and aliphatic substituted alcohols and phosphines could undergo the dehydrogenative cross-coupling process efficiently and deliver the corresponding β-phosphinomethylated alcohol products in moderate to good yields. Mechanistic studies suggest that this transformation proceeds in a sequential manner including catalytic dehydrogenation, aldol condensation, Michael addition, and catalytic hydrogenation.

Topics & Concepts

ChemistryDehydrogenationPincer movementMethanolCatalysisManganeseAlcoholOrganic chemistryAldol condensationCondensationHydrogenCombinatorial chemistryPhysicsThermodynamicsAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis