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...
Main Authors: | , , , , , , |
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Format: | Journal article |
Language: | English |
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Royal Society of Chemistry
2017
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_version_ | 1797102057961816064 |
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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. |
first_indexed | 2024-03-07T06:00:32Z |
format | Journal article |
id | oxford-uuid:ec0729dc-bd25-4264-bc37-7e44b7780c15 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T06:00:32Z |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | dspace |
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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