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Polymer-supported distannanes: a new and efficient synthesis of highly effective reagents for iodine atom transfer cyclisations

Polymer-supported distannanes: a new and efficient synthesis of highly effective reagents for iodine atom transfer cyclisations
Polymer-supported distannanes: a new and efficient synthesis of highly effective reagents for iodine atom transfer cyclisations
Polymeric distannanes were synthesised by the cross-linking of polystyrene bound tin hydride functionalities using a palladium mediated dehydrogenative coupling. The polymers were characterised by spectroscopic methods (IR and C-13, Sn-119 NMR) and elemental analysis and were successfully applied to two iodine atom transfer cyclisations, performing as well as solution based hexaalkylditin reagents and significantly better than previously reported polymer-supported ditin reagents.
distannane, polymer supported, atom transfer linked polystyrene support, radical reactions, organotin reagents, organic-synthesis, stannyl radicals, stille reaction, tin hydrides, hydrogen, chemistry, halides
0040-4039
831-834
Hernan, A. G.
8babcae4-6087-42ac-a323-b29d57a66ae8
Kilburn, J. D.
c02957da-baca-4138-961a-a85170d11dd8
Hernan, A. G.
8babcae4-6087-42ac-a323-b29d57a66ae8
Kilburn, J. D.
c02957da-baca-4138-961a-a85170d11dd8

Hernan, A. G. and Kilburn, J. D. (2004) Polymer-supported distannanes: a new and efficient synthesis of highly effective reagents for iodine atom transfer cyclisations. Tetrahedron Letters, 45 (4), 831-834. (doi:10.1016/j.tetlet.2003.11.039).

Record type: Article

Abstract

Polymeric distannanes were synthesised by the cross-linking of polystyrene bound tin hydride functionalities using a palladium mediated dehydrogenative coupling. The polymers were characterised by spectroscopic methods (IR and C-13, Sn-119 NMR) and elemental analysis and were successfully applied to two iodine atom transfer cyclisations, performing as well as solution based hexaalkylditin reagents and significantly better than previously reported polymer-supported ditin reagents.

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More information

Published date: 19 January 2004
Keywords: distannane, polymer supported, atom transfer linked polystyrene support, radical reactions, organotin reagents, organic-synthesis, stannyl radicals, stille reaction, tin hydrides, hydrogen, chemistry, halides

Identifiers

Local EPrints ID: 20226
URI: http://eprints.soton.ac.uk/id/eprint/20226
ISSN: 0040-4039
PURE UUID: 75d0e227-7724-4f89-80c2-438be19d0a0c

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Date deposited: 20 Feb 2006
Last modified: 15 Mar 2024 06:23

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Contributors

Author: A. G. Hernan
Author: J. D. Kilburn

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