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A New Crystalline Zwitterionic Product from the Reaction of Bu 3 P and DMAD
Author(s) -
Aitken R. Alan,
Costello Stephen J.,
Slawin Alexandra M. Z.,
Wilson Neil J.
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200390101
Subject(s) - chemistry , adduct , nuclear magnetic resonance spectroscopy , medicinal chemistry , spectroscopy , stereochemistry , organic chemistry , physics , quantum mechanics
Tributylphosphane reacts with DMAD to give the crystalline adduct 2 which is stabilised by extensive delocalisation and whose formation involves an unusual rearrangement. The isomeric structure 7 for the previously reported adduct with triphenylphosphane is supported by 13 C NMR spectroscopy. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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