Dr Alan Brisdon.

Senior Lecturer
School of Chemistry
Tel.: 0161 306 4459
Related Web pages: http://fluorine.ch.man.ac.uk

Background:

High-oxidation-state fluorine chemistry; the fluorination of carbon-based systems; the application of fluorocarbons to co-ordination, fluoro-organometallic chemistry and ligand design.

Research Interests:

Applying the new, commercially available HFC (hydrofluorocarbon) products, developed as CFC (chlorofluorocarbon) replacements to the synthesis of novel fluorine-containing inorganic and organometallic compounds. Developing new metal-based fluorination methods and fluoroorgano-group transfer reagents.

Recent work has shown that the new HFCs, and related materials, can be used for introducing fluorine-containing groups into a wide variety of molecules[1]. For example perfluorovinyl lithium derived from the CFC-replacement HFC-134a (CF3CH2F) can be used to generate a number of perfluorovinyl-containing compounds[2], ligands [3] and complexes [4,5]. This work has resulted in the first structural characterisation of a number of fluorvinyl-based systems. Applications of these materials has, so far been concentrated in two areas. Firstly, the synthesis of simple ligand systems, which has provided air- and moisture-stable ligands exhibiting phosphite-like electronic properties. Secondly, we have started to investigate the use of metal-based complexes of these fluoroorganic groups as transfer reagents. Work in these areas is supported, in part, by Johnson Matthey, ICI Klea, the Royal Society and the EPSRC.

References:

Perfluorovinyl-metal derivatives: a new one-pot synthesis. K. K. Banger, A. K. Brisdon, A. Gupta, Chem. Commun., 1997, 139-140.
Hydrofluorocarbon 245fa: a versatile new synthon in alkyne chemistry.A. K. Brisdon, I. R. Crossley, Chem. Commun., 2002, 2420-2421.
Ringing the changes: A remarkable carbene-free synthesis of difluorocyclopropenes.A. K. Brisdon, I. R. Crossley, K. R. Flower, R. G. Pritchard, J. E. Warren, Angew. Chem.,Int. Ed., 2003, 42, 2399-2401.
Preparation and Functionalization of a Range of Main-Group Trifluoropropynyl Organometallic Compounds: The Application of Metalloid-Directed Carbolithiation to the Selective Synthesis of Novel Fluorocarbon Fragments, A. K. Brisdon, I. R. Crossley, R. G. Pritchard, G. Sadiq, J. E. Warren, Organometallics, 2003, 22, 5534-5542.
Immiscible electrolyte systems based on asymmetric hydrophobic room temperature ionic liquids, A. D. Ballantyne, A. K. Brisdon, R. A. W. Dryfe, Chem. Commun., 2008, 4980-4982.
A Generic Route to Fluoroalkyl-containing Phosphanes, A. K. Brisdon, C. J. Herbert, Chem. Commun., 2009, 6658-6660.
Fluoroalkenyl, Fluoroalkynyl and Fluoroalkyl Phosphines, K. K. Banger, A. K. Brisdon, C. J. Herbert, H. Ali Ghaba, I. S. Tidmarsh, J. Fluorine Chem., 2009, 130, 1117-1129.

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Tag Cloud
Fluorine@Manchester
a long-chain fluorous molecule

Fluorous Separation
David Procter's group use fluorinated long-chain fluorocarbon "fluorous ponytail" tags for facile separation in synthetic work.

Fluorine in Society
A non-stick frying pan

Non-stick coatings
Non-stick fluorinated plastics, such as Teflon(TM) are found in pans and the roof of the Millenium dome!