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Dr. Andrew Clark Associate Professor in Synthetic Chemistry. Research areas. Natural product isolation and total synthesis. Chemistry and biology of free radicals. Development of synthetic methodology using copper, iron and ruthenium. Functional Genomics / Chemical Genetics / Interactomics.
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Dr. Andrew Clark Associate Professor in Synthetic Chemistry Research areas Natural product isolation and total synthesis. Chemistry and biology of free radicals Development of synthetic methodology using copper, iron and ruthenium Functional Genomics / Chemical Genetics / Interactomics Use of plants in renewable plastics manufacture
Recent Developments in Heterocycle Synthesis via Atom Transfer Radical Cyclisation Dr. Andrew Clark Chemistry Department, University of Warwick Coventry, UK +44 24 76523242 msrir@csv.warwick.ac.uk
Atom Transfer Radical Cyclisation H. Nagashima et al, Tetrahedron Lett.,1983, 24, 2395 A. J. Clark, Chem. Soc. Rev.,2002, 31, 1
A. J. Clark, D. Duncalf, R. P. Filik, D. M. Haddleton, G. H. Thomas, H. Wongtap, Tet. Letts,1999, 40, 3807
Steric Effect of N-Substituent de = 54% de = 44% de = 2% de = 34%
Relative rate versus ligand equivalence Toluene A. J. Clark, F. De Campo, R. J. Deeth, R. P. Filik, S. Gatard, N. A. Hunt, D. Lastecoueres, G. H. Thomas, J-B. Verlhac, H. Wongtap, J. Chem. Soc., Perkin 1, 2000, 671
D. M. Haddleton, D. J. Duncalf, D. Kukulj, M. C. Crossman, S. G. Jackson, S. A. F. Bon, A. J. Clark, A. J. Shooter, Eur. J. Inorg. Chem. 1998, 1799 D. M. Haddleton, A. J. Clark, D. J. Duncalf, A. M. Heming, D. Kukulj, A. J. Shooter , J. Chem.Soc., Dalton Trans,1998, 381
A. J. Clark, F. De Campo, R. J. Deeth, R. P. Filik, S. Gatard, N. A. Hunt, D. Lastecoueres, G. H. Thomas, J-B. Verlhac, H. Wongtap, J. Chem. Soc., Perkin 1, 2000, 671
A. J. Clark, J. V. Geden, and S. Thom. J. Org. Chem., 2006, 71, 1471
Solid Supported Catalysts for ATRC A. J. Clarket al, J. Org. Chem., 1999, 64, 8954
Kinetics to 80% Conversion (PS-PMDETA.CuCl) Ln([Ao]/[A]) Time (hrs) A. J. Clark, J. V. Geden, and S. Thom. J. Org. Chem., 2006, 71, 1471
A. J. Clark, G. M. Battle, A. Bridge, Tet. Letts., 2001, 42, 1999.
A. J. Clark, C. P. Dell, J. M. Ellard, N. A. Hunt, J. P. McDonagh, Tet. Letts.,1999, 40, 8619
A. J. Clark, C. P. Dell, J. M. Ellard, N. A. Hunt, J. P. McDonagh, Tet. Letts.,1999, 40, 8619
A. J. Clark, C. P. Dell, J. P. McDonagh, C. R. Acad. Sci. Ser IIc: Chim, 2001, 4, 575
A. J. Clark, J. V. Geden, S. Thom, J. Org. Chem., 2006, in preparation
A. J. Clark, G.M. Battle, A. Bridge, Tetrahedron Letts.,2001, 42, 4409
A. J. Clark, C. P. Dell, J. M. McDonagh, J. Geden, P. Mawdsley, Org. Letts., 2003, 5, 2063
Unhindered phenols Control Ortho substituted hindered phenol
A. J. Clark, M. C. Crossman, D.Duncalf, D. M. Haddleton,S. R. Morsley, A. J.Shooter, J. Chem.Soc., Chem Commun., 1997, 1734
Catalyst complex in water 25°C (Cu : ligand = 1 : 3)
Five cyclisation products isolated; 6-endo (A and B) and 5-exo(C, D and E) • Ratio A : B : C : D : E = 6.5 : 4.5 : 4.5 : 1.8 : 1.0 : (crude 1H NMR) • NMR experiments have confirmed relative stereochemistry of C and D • Ratio 6-endo : 5-exo= 1.5 : 1 (crude 1H NMR) = 2 : 1 (isolated)