Mechanisms of the Mizoroki-Heck Reaction

The Mizoroki-Heck Reaction

Volumn , Issue , 2009, Pages 1-50

  Jutand, Anny ^a  

^a ECOLE NORMALE SUPÉRIEURE   (France)

Author keywords

Catalytic cycles; Catalytic precursor PdII(OAc)2 associated with monophosphine; Mizoroki Heck reaction and intermediate palladium complexes; Mizoroki Heck reaction mechanisms; Multiple role of base; N Heterocyclic carbenes (NHCs); Oxidative addition of aryl iodides; Reactive species with electron deficient alkene from kinetic data; Stabilizing ligands

Indexed keywords

EID: 84884876279     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470716076.ch1     Document Type: Chapter

References (168)

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115. Amatore, C., Godin, B., Jutand, A. and Lemaître, F. (2007) Rate and mechanism of the heck reactions of arylpalladium complexes ligated by a bidentate P, P ligand with an electron-rich alkene (isobutyl vinyl ether). Organometallics, 26, 1757-61.
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123. The beneficial role of dba in the formation of the Pd(0) complex is not quite clear, but alkenes are known to favour reductive elimination. See: Giovannini, R. and Knochel, P. (1998) Ni(II)- catalyzed cross-coupling between polyfunctional arylzinc derivatives and primary alkyl iodides. J. Am. Chem. Soc., 125, 11186-7. The alkene in a Heck reaction may play this role and explain why 5 "does not react with PhBr until the olefin is added to the mixture", as observed by Herrmann et al. [55a].
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