Reactivity control in palladium-catalyzed reactions: A personal account

Journal of Organometallic Chemistry

Volumn 687, Issue 2, 2003, Pages 256-268

  Kočovský, Pavel ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

Author keywords

Palladium catalyzed reactions; Reactivity control; Transition metals

Indexed keywords

HALIDE; LIGAND; ORGANOMERCURY COMPOUND; ORGANOMETALLIC COMPOUND; PALLADIUM COMPLEX; TRANSITION ELEMENT;

ALLYLATION; AMINATION; ASYMMETRIC SYNTHESIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; OXIDATION; REACTION ANALYSIS; REVIEW; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0344875134     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2003.07.008     Document Type: Article

References (146)

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118. For an overview, see, e.g.: P. Kočovský, Š. Vyskočil, M. Smrčina, Chem. Rev. 103 2003 3213
119. Kočovský P. Vyskočil Š. Císařová I. Sejbal J. Tišlerová I. Smrčina M. Lloyd-Jones G.C. Stephen S.C. Butts C.P. Murray M. Langer V. J. Am. Chem. Soc. 121 1999 7714
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123. Yin J. Rainka M.P. Zhang X.-X. Buchwald S.L. J. Am. Chem. Soc. 124 2002 1162
124. The related 2-(dicyclohexylphosphino)-1,1′-biphenyl derivative has been shown to undergo an insertion of Pd into the C-H bond in 2′-position, forming a six-membered palladacycle: S.M. Reid, R.C. Boyle, J.T. Mague, M.J. Fink, J. Am. Chem. Soc. 125 2003 7816
125. 2P analogue: D. Zim, S.L. Buchwald, Org. Lett. 5 (2003) 2413.
126. 6-complex: J.W. Faller, D.G. D'Alliesi, Organometallics 22 2003 2749
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129. Fairlamb I.J.S. Lloyd-Jones G.C. Vyskočil Š. Kočovský P. Chem. Eur. J. 8 2002 4443
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135. We have also studied the Pd(0)-catalyzed allylic substitution and obtained the following results in the same system: 79, 85 and 43% ee with 76, 77 and 78, respectively. Interestingly, the referee felt that these results were not exciting and recommended that they be removed from our manuscript, so that the final paper only dealt with the Heck addition [62]. Later in that year, Chelucci published his results [64].
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137. A.V. Malkov, I.R. Baxendale, D. Dvořák, D.J. Mansfield, P. Kočovský, J. Org. Chem. 64 1999 2737
138. A.V. Malkov, S.L. Davis, I.R. Baxendale, W.L. Mitchell, P. Kočovský, J. Org. Chem. 64 1999 2751
139. P. Kočovský, G. Ahmed, J. Šrogl, A.V. Malkov, J. Steele, J. Org. Chem. 64 1999 2765
140. For design of new chiral ligands, see, e.g.: A.V. Malkov, I.R. Baxendale, J. Fawcett, D.R. Russel, V. Langer, D.J. Mansfield, M. Valko, P. Kočovský, Organometallics 20 2001 673
141. A.V. Malkov, D. Pernazza, M. Bell, M. Bella, A. Massa, F. Teplý, P. Meghani, P.J. Kočovský, Org. Chem. 68 4727 2003
142. A.V. Malkov, J.B. Hand, P. Kočovský, J. Chem. Soc. Chem. Commun. 2003 1948
143. For development of novel organocatalysts, see, e.g.: A.V. Malkov, M. Orsini, D. Pernazza, K.W. Muir, V. Langer, P. Meghanim, P. Kočovský, Org. Lett. 4 2002 1047
144. Š. Vyskočil, L. Meca, I. Tišlerová, I. Císařová, M. Polášek, S.R. Harutyunyan, Y.N. Belokon, R.M.J. Stead, L. Farrugia, S.C. Lockhart, W.L. Mitchell, P. Kočovský, Chem. Eur. J. 8 2002 4633
145. A.V. Malkov, M. Bell, M. Vassieu, V. Bugatti, P. Kočovský, J. Mol. Catal. A 196 2002 179
146. A.V. Malkov, L. Dufková, L. Farrugia, P. Kočovský, Angew. Chem. Int. Ed. Engl. 42 2003 3674