title: The aza-Morita-Baylis-Hillman reaction: a mechanistic and kinetic study.
abstract: The aza-Morita-Baylis-Hillman (aza-MBH) reaction has been studied in a variety of solvents, a selection of imine substrates and with various combinations of PPh3 and para-nitrophenol as the catalyst system. The measured kinetic data indicates that the effects of solvent and protic co-catalyst are strongly interdependent. These results are most easily reconciled with a mechanistic model involving the reversible protonation of zwitterionic intermediates in the catalytic cycle, which is also supported by (31)P NMR spectroscopy and quantum chemical studies.
authors.affiliation: Department of Chemistry, LMU Munich, Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Christoph
authors.initials: C
authors.lastname: Lindner
authors.forename: Yinghao
authors.initials: Y
authors.lastname: Liu
authors.forename: Konstantin
authors.initials: K
authors.lastname: Karaghiosoff
authors.forename: Boris
authors.initials: B
authors.lastname: Maryasin
authors.forename: Hendrik
authors.initials: H
authors.lastname: Zipse