Efficient Iridium-Thioether-Dithiolate Catalyst for β-Alkylation of Alcohols and Selective Imine Formation via N-Alkylation Reactions

Citations Over TimeTop 10% of 2011 papers

Abstract

An Ir-thioether-dithiolate complex, [Cp*Ir(η3-tpdt)] (Cp* = η5-C5Me5, tpdt = S(CH2CH2S–)2), is evaluated for its catalytic potential in the β-alkylation of secondary alcohols and the N-alkylation of amines with alcohols. The β-alkylation reaction proceeded efficiently under low catalyst loading and in the absence of any sacrificial hydrogen additive with only water being formed as the coproduct. The same complex also proved to be efficient in the synthesis of imines via the N-alkylation reaction. The predominant formation of imines, rather than amines, in this reaction is a deviation from the product selectivity usually observed in similar N-alkylation reactions involving organometallic catalysts.

Related Papers

• → Recent Progress in Developing Thioether-Containing Ligands for Catalysis Applications(2023)12 cited
• → A novel thioether linker: Chemical synthesis of a HIV-1 protease analogue by thioether ligation(1995)54 cited
• → Thioether ligation in Co(III) complexes with carboxamido nitrogens as donors: implications on the coordination structure of the cobalt site in nitrile hydratase(2001)26 cited
• → Phenylation of Platinum(II) Thioether Complexes by Tetraphenylborate(III) in Solid State and Nitromethane Solution(1993)24 cited