| EPSRC Reference: |
GR/R68924/01 |
| Title: |
New Chiral Tin Hydride Species For Catalytic Asymmetric Tin-Mediated Processes |
| Principal Investigator: |
Coogan, Dr M |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
Cardiff University |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 July 2002 |
Ends: |
31 August 2005 |
Value (£): |
179,606
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| EPSRC Research Topic Classifications: |
| Asymmetric Chemistry |
Catalysis & Applied Catalysis |
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| EPSRC Industrial Sector Classifications: |
| Chemicals |
Pharmaceuticals and Biotechnology |
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| Related Grants: |
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| Panel History: |
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Summary on Grant Application Form |
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The development of new reagents for the replacement of toxic tin hydride species is proposed; the chemistry is based on asymmetric [H]-transfer from polymeric silanes promoted by new non-toxic tin catalysts. The proposal is based on a novel finding that a catalytic mixture of tin(II) triflate and chiral bis(oxazoline)pyridine catalyses the reduction of prochiral ketones by PMHS. Since the silane is non-toxic, readily available, inexpensive and unreactive to both air and water in the absence of catalysts our proposed process will compete with the best available methods. The reaction proceeds via a chiral tin hydride species. Unlike other processes that involve a tin hydride species, most notably tributyltin hydride, the tin species in our process (lacking any alkyl tin residues) is non-toxic and readily removed from the reaction mixture by filtration through a silica plug. The process is therefore a green or environmentally benign one.The factors influencing the enantioselectivity of the process will be studied. We will investigate its use as a replacement of tributyltin hydride, both in an asymmetric and non-asymmetric fashion by application to the reduction of alkyl and aryl halides; the Barton McCombie alcohol deoxygenation reaction; and as promoters of radical cyclization reactions.
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Key Findings |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Potential use in non-academic contexts |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Impacts |
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| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
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| Date Materialised |
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Sectors submitted by the Researcher |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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| Project URL: |
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| Further Information: |
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| Organisation Website: |
http://www.cf.ac.uk |