Issue 23, 2017

Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts

Abstract

Simple ammonium and pyridinium perrhenate salts were evaluated as catalysts for the deoxydehydration (DODH) of diols into alkenes. Pyridinium perrhenates were found to be effective catalysts at much lower temperatures than those in previous reports, outperforming primary, secondary, and tertiary ammonium salts, while quaternary ammonium salts are effectively inactive. The mechanism of reaction was studied computationally using DFT calculations which indicate that proton shuttling between the ion pair is intrinsic to the mechanism and that the reduction of rhenium by the phosphine occurs before the diol condensation.

Graphical abstract: Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts

Supplementary files

Article information

Article type
Paper
Submitted
23 Aug 2017
Accepted
11 Oct 2017
First published
25 Oct 2017
This article is Open Access
Creative Commons BY license

Catal. Sci. Technol., 2017,7, 5644-5649

Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts

D. S. Morris, K. van Rees, M. Curcio, M. Cokoja, F. E. Kühn, F. Duarte and J. B. Love, Catal. Sci. Technol., 2017, 7, 5644 DOI: 10.1039/C7CY01728F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements