Ru(0)-Catalyzed Alkenylation of 2-Carboxaldimine Heterocyclopenta-dienes with H2 Transfer

15 November 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A new Ru3(CO)12-catalyzed directed alkenylation of 2-carboxaldimine-heterocyclopentadienes has been accomplished. This process allows to couple furan, pyrrole, indole and thiophene 2-carboxaldimines with electron-poor alkenes such as acrylates, vinylsulfones, and styrenes. This regio- and chemoselective oxidative C–H coupling does not require the presence of an additional sacrificial oxidant. Density functional theory (DFT) calculations allowed to propose a mechanism and unveiled the nature of the H2 acceptor.

Keywords

Furfural
Biomass
Ruthenium
C-H activation
alkenylation
DFT

Supplementary materials

Title
Description
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Title
Ru(0)-Catalyzed Alkenylation of 2-Carboxaldimine Heterocyclopentadienes with H2 Transfer
Description
Further optimizations, DFT study details, atomic coordinates of all optimized species, experimental procedures, compound characterization.
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