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Planar Chiral Triazole‐Based Phosphanes Derived from [2.2]Paracyclophane and Their Activity in Suzuki Coupling Reactions
Author(s) -
Glover Jean E.,
Martin David J.,
Plieger Paul G.,
Rowlands Gareth J.
Publication year - 2013
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.201201601
Subject(s) - chemistry , substituent , palladium , suzuki reaction , planar , triazole , combinatorial chemistry , enantioselective synthesis , molecule , stereochemistry , organic chemistry , catalysis , computer graphics (images) , computer science
In this communication we report the short synthesis of a variety of planar chiral triazole‐based phosphanes. These molecules have been readily prepared from 4‐azido[2.2]paracyclophane in two steps. It was observed that the stability of the resulting phosphanes was dependent on the C‐4 substituent. The efficacy of the new phosphanes in the palladium‐mediated Suzuki–Miyaura coupling reaction was evaluated. The phosphanes proved to be more effective than previously prepared planar chiral [2.2]paracyclophane‐based phosphanes.