Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts

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 amm...

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Main Authors: Morris, D, Van Rees, K, Curcio, M, Cokoja, M, Kühn, F, Duarte, F, Love, J
Format: Journal article
Language:English
Published: Royal Society of Chemistry 2017
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author Morris, D
Van Rees, K
Curcio, M
Cokoja, M
Kühn, F
Duarte, F
Love, J
author_facet Morris, D
Van Rees, K
Curcio, M
Cokoja, M
Kühn, F
Duarte, F
Love, J
author_sort Morris, D
collection OXFORD
description 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.
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spelling oxford-uuid:ec0729dc-bd25-4264-bc37-7e44b7780c152022-03-27T11:14:23ZDeoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate saltsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ec0729dc-bd25-4264-bc37-7e44b7780c15EnglishSymplectic Elements at OxfordRoyal Society of Chemistry2017Morris, DVan Rees, KCurcio, MCokoja, MKühn, FDuarte, FLove, JSimple 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.
spellingShingle Morris, D
Van Rees, K
Curcio, M
Cokoja, M
Kühn, F
Duarte, F
Love, J
Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title_full Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title_fullStr Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title_full_unstemmed Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title_short Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
title_sort deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
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