Molybdenum/Quinone-Catalyzed Deoxygenative Coupling of Aromatic Carbonyl Compounds

26 July 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A catalytic amount of Mo(CO)6 and an ortho-quinone ligand, in the presence of triphenylphosphine as a mild reductant enables the intermolecular reductive coupling of aromatic aldehydes and the intramolecular cou-pling of aromatic ketones to produce functionalized alkenes. Diaryl- and diheteroaryl alkenes are synthesized typically with high (E)-selectivity and with a tolerance of bromide, iodide, and steric hindrance. Intramolecular coupling of 1,6-diketones under similar conditions affords 9,10-disubstituted phenanthrenes.

Keywords

molybdenum
quinone
carbonyl compounds
deoxygenation
olefin

Supplementary materials

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Supporting Information
Description
Experimental details, characterization data, and NMR spectra (PDF).
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