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Stereospecific Synthesis, Structural Characterisation and Resolution of 2‐Phospha[3]ferrocenophane Derivatives – a New Chiral Scaffold
Author(s) -
FleuryBrégeot Nicolas,
Panossian Armen,
Chiaroni Angèle,
Marinetti Angela
Publication year - 2007
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200700282
Subject(s) - chemistry , stereocenter , stereospecificity , diastereomer , enantiomer , borane , stereochemistry , resolution (logic) , crystallography , organic chemistry , enantioselective synthesis , catalysis , artificial intelligence , computer science
The first 2‐phospha[3]ferrocenophanes containing stereogenic carbon atoms in the three‐atom bridge have been synthesised from phenylphosphane by stereospecific ring‐closing phosphanation reactions. Either α‐substituted 1,1′‐bis(hydroxymethyl)ferrocenes or the corresponding 2‐oxa‐[3]ferrocenophanes have been used as diastereomerically pure starting materials. The resolution of 1,2,3‐triphenyl[2]phosphaferrocenophane has been achieved by chromatographic separation of the diastereomeric adducts of a chiral cyclopalladate complex. The X‐ray crystal structures of two 2‐phospha[3]ferrocenophane‐borane complexes are also reported. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)