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Volumn 2, Issue 1, 2005, Pages 21-38

Palladium-catalyzed allylic substitution reaction in polymer synthesis

Author keywords

allylpalladium; Allylation; Palladium; Polymer synthesis; Polymerization; Tsuji Trost reaction

Indexed keywords


EID: 20544457441     PISSN: 15701794     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570179052996973     Document Type: Review
Times cited : (13)

References (124)
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    • The original catalyst was Ni. (a) Tamao, K.; Sumitani, K.; Kumada, M. J. Am. Chem. Soc. 1972, 94, 4374.
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    • The names of these reactions were adopted from the book written by Tsuji, although some names are not often referred to Tsuji, J. Transition Metal Reagents and Catalysts, Innovations in Organic Synthesis; John Wiley: Chichester, 2000.
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    • Recent breakthroughs reported by some groups in the transition metal-catalyzed coupling reactions for the C C bond-formation between unactivated sp3-carbons of the substrates should be noted. Pd: (a) Frisch, A.C, Shaikh, N, Zapf, A, Beller, M. Angew. Chem, Int. Ed. 2002, 41, 4056;
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    • The oxidative addition by retention is also reported: Farthing, C.N.; Kocovsky, P. J. Am. Chem. Soc.. 1998, 120, 6661, and references therein.
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    • The reductive elimination using hard nucleophiles such as Griganard reagents generally proceeds by retention via transmetallation.
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    • The original mechanism was slightly modified according to the general grounds of π-allylpalladium chemistry. The soft nucleophile directly attacks the allylic terminal carbon of the π-allylpalladium complex.
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    • Recently, the high efficiency of zinc alkoxides for the formation of C-O bonds via the π-allylpalladium complex reported in ref 37 has been acknowledged in organic synthesis. See ref 36b.
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    • At the same time when our paper ref, 55a, was published, Hay reported the polycondensation under the imbalanced conditions, while the system was rather heterogeneous: Miyatake, K, Hlil, A.R, Hay, A.S. Macromolecules 2001, 34, 4288
    • At the same time when our paper (ref. [55a]) was published, Hay reported the polycondensation under the imbalanced conditions, while the system was rather heterogeneous: Miyatake, K.; Hlil, A.R.; Hay, A.S. Macromolecules 2001, 34, 4288.
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    • A related C-S bond-forming polycondensation was also reported: Iimori, H.; Shibasaki, Y.; Ando, S.; Ueda, M. Macromol. Symp. 2003, 199, 23.
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    • During the preparation of this manuscript, Moore reported another intriguing approach of homogeneous two-component polycondensation via nucleation-elongation under imbalanced stoichiometry: Zhao, D.; Moore, J. S. J. Am. Chem. Soc. 2003, 125, 16294.
    • During the preparation of this manuscript, Moore reported another intriguing approach of homogeneous two-component polycondensation via nucleation-elongation under imbalanced stoichiometry: Zhao, D.; Moore, J. S. J. Am. Chem. Soc. 2003, 125, 16294.
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    • Preliminary results: (a) Tsurugi, K.; Nomura, N.; Aoi, K.; Kondo, T. Polym. Prep. Jpn. 2002, 51, 221;


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