Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+)
The [Rh(xantphos)]+fragment acts as an effective catalyst for the hydroboration of the alkene TBE (tert-butyl ethene) using the amine-borane H3B·NMe3at low (0.5 mol%) catalyst loadings to give the linear product. Investigations into the mechanism using the initial rate method and labelling studies s...
| Main Authors: | , , , , , |
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| Format: | Journal article |
| Language: | English |
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Royal Society of Chemistry
2014
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| _version_ | 1797081266394234880 |
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| author | Johnson, H Torry-Harris, R Ortega, L Theron, R McIndoe, J Weller, A |
| author_facet | Johnson, H Torry-Harris, R Ortega, L Theron, R McIndoe, J Weller, A |
| author_sort | Johnson, H |
| collection | OXFORD |
| description | The [Rh(xantphos)]+fragment acts as an effective catalyst for the hydroboration of the alkene TBE (tert-butyl ethene) using the amine-borane H3B·NMe3at low (0.5 mol%) catalyst loadings to give the linear product. Investigations into the mechanism using the initial rate method and labelling studies show that reductive elimination of the linear hydroboration product is likely the rate-limiting step at the early stages of catalysis, and that alkene and borane activation (insertion into a Rh-H bond and B-H oxidative addition) are reversible. The resting state of the system has also been probed using electrospray ionization mass spectrometry (ESI-MS) using the pressurised sample infusion (PSI) technique. This system is not as effective for hydroboration of other alkenes such as 1-hexene, or using phosphine borane H3B·PCy3, with decomposition or P-B bond cleavage occurring respectively. This journal is |
| first_indexed | 2024-03-07T01:12:11Z |
| format | Journal article |
| id | oxford-uuid:8d659c76-613f-4133-a560-3fa788aa3761 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T01:12:11Z |
| publishDate | 2014 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:8d659c76-613f-4133-a560-3fa788aa37612022-03-26T22:51:00ZExploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+)Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:8d659c76-613f-4133-a560-3fa788aa3761EnglishSymplectic Elements at OxfordRoyal Society of Chemistry2014Johnson, HTorry-Harris, ROrtega, LTheron, RMcIndoe, JWeller, AThe [Rh(xantphos)]+fragment acts as an effective catalyst for the hydroboration of the alkene TBE (tert-butyl ethene) using the amine-borane H3B·NMe3at low (0.5 mol%) catalyst loadings to give the linear product. Investigations into the mechanism using the initial rate method and labelling studies show that reductive elimination of the linear hydroboration product is likely the rate-limiting step at the early stages of catalysis, and that alkene and borane activation (insertion into a Rh-H bond and B-H oxidative addition) are reversible. The resting state of the system has also been probed using electrospray ionization mass spectrometry (ESI-MS) using the pressurised sample infusion (PSI) technique. This system is not as effective for hydroboration of other alkenes such as 1-hexene, or using phosphine borane H3B·PCy3, with decomposition or P-B bond cleavage occurring respectively. This journal is |
| spellingShingle | Johnson, H Torry-Harris, R Ortega, L Theron, R McIndoe, J Weller, A Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title | Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title_full | Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title_fullStr | Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title_full_unstemmed | Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title_short | Exploring the mechanism of the hydroboration of alkenes by amine-boranes catalysed by [Rh(xantphos)](+) |
| title_sort | exploring the mechanism of the hydroboration of alkenes by amine boranes catalysed by rh xantphos |
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