Modular bis(oxazoline) ligands for palladium catalyzed allylic alkylation: Unprecedented conformational behaviour of a bis(oxazoline) palladium η3-1,3-diphenylallyl complex

Chemistry - A European Journal

Volumn 8, Issue 18, 2002, Pages 4164-4178

  Pericàs, Miquel Angel ^a   Puigjaner, Cristina ^a   Riera, Antoni ^a   Vidal Ferran, Anton ^a   Gómez, Montserrat ^a   Jiménez Sr , Francisco ^a   Muller, Guillermo ^a   Rocamora, Mercè ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Allyl isomerism; Asymmetric catalysis; Bis(oxazoline) ligands; NMR spectroscopy; Palladium

Indexed keywords

ALKYLATION; CATALYSIS; ISOMERS; PALLADIUM; STEREOCHEMISTRY;

ENANTIOSELECTIVITY;

CHEMICAL ANALYSIS;

LIGAND; OXAZOLINE DERIVATIVE; PALLADIUM;

ALKYLATION; ARTICLE; CATALYSIS; CHIRALITY; COMPLEX FORMATION; CONFORMATIONAL TRANSITION; DERIVATIZATION; ENANTIOMER; LIGAND BINDING; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE; PHASE TRANSITION;

EID: 0037120175     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20020916)8:18<4164::AID-CHEM4164>3.0.CO;2-G     Document Type: Article

References (63)

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24. For previous use of bis(oxazoline) ligands in palladium-catalyzed allylic alkylation, see: a) D. Muller, G. Umbricht, B. Weber, A. Pfaltz, Helv. Chim. Acta 1991, 74, 232-240; b) P. von Matt, G. C. Lloyd-Jones, A. B. E. Minidis, A. Pfaltz, L. Macko, M. Neuburger, M. Zehnder, H. Ruegger, P. S. Pregosin, Helv. Chim. Acta 1995, 78, 265-284; c) W. Zhang, T. Hirao, I. Ikeda, Tetrahedron Lett. 1996, 37, 4545-4548; d) W. Zhang, T. Kida, Y. Nakatsuji, I. Ikeda, Tetrahedron Lett. 1996, 37, 7995-7998; e) K. H. Ahn, C.-W. Cho, J. Park, S. Lee, Tetrahedron: Asymmetry 1997, 8, 1179-1185; f) O. Hoarau, H. Aiet-Haddou, J.-C. Daran, D. Cramailere, G. G. A. Balavoine, Organometallics 1999, 18, 4718-4723; g) O. Hoarau, H. Aït-Haddou, M. Castro, G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755-3764; h) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, M. Font-Bardía, X. Solans, J. Chem. Soc. Dalton Trans. 2001, 1432-1439; i) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, Organometallics 2002, 21, 1077-1087.
25. For previous use of bis(oxazoline) ligands in palladium-catalyzed allylic alkylation, see: a) D. Muller, G. Umbricht, B. Weber, A. Pfaltz, Helv. Chim. Acta 1991, 74, 232-240; b) P. von Matt, G. C. Lloyd-Jones, A. B. E. Minidis, A. Pfaltz, L. Macko, M. Neuburger, M. Zehnder, H. Ruegger, P. S. Pregosin, Helv. Chim. Acta 1995, 78, 265-284; c) W. Zhang, T. Hirao, I. Ikeda, Tetrahedron Lett. 1996, 37, 4545-4548; d) W. Zhang, T. Kida, Y. Nakatsuji, I. Ikeda, Tetrahedron Lett. 1996, 37, 7995-7998; e) K. H. Ahn, C.-W. Cho, J. Park, S. Lee, Tetrahedron: Asymmetry 1997, 8, 1179-1185; f) O. Hoarau, H. Aiet-Haddou, J.-C. Daran, D. Cramailere, G. G. A. Balavoine, Organometallics 1999, 18, 4718-4723; g) O. Hoarau, H. Aït-Haddou, M. Castro, G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755-3764; h) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, M. Font-Bardía, X. Solans, J. Chem. Soc. Dalton Trans. 2001, 1432-1439; i) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, Organometallics 2002, 21, 1077-1087.
26. For previous use of bis(oxazoline) ligands in palladium-catalyzed allylic alkylation, see: a) D. Muller, G. Umbricht, B. Weber, A. Pfaltz, Helv. Chim. Acta 1991, 74, 232-240; b) P. von Matt, G. C. Lloyd-Jones, A. B. E. Minidis, A. Pfaltz, L. Macko, M. Neuburger, M. Zehnder, H. Ruegger, P. S. Pregosin, Helv. Chim. Acta 1995, 78, 265-284; c) W. Zhang, T. Hirao, I. Ikeda, Tetrahedron Lett. 1996, 37, 4545-4548; d) W. Zhang, T. Kida, Y. Nakatsuji, I. Ikeda, Tetrahedron Lett. 1996, 37, 7995-7998; e) K. H. Ahn, C.-W. Cho, J. Park, S. Lee, Tetrahedron: Asymmetry 1997, 8, 1179-1185; f) O. Hoarau, H. Aiet-Haddou, J.-C. Daran, D. Cramailere, G. G. A. Balavoine, Organometallics 1999, 18, 4718-4723; g) O. Hoarau, H. Aït-Haddou, M. Castro, G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755-3764; h) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, M. Font-Bardía, X. Solans, J. Chem. Soc. Dalton Trans. 2001, 1432-1439; i) M. Gómez, S. Jansat, G. Muller, M. A. Maestro, J. Mahía, Organometallics 2002, 21, 1077-1087.
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