Premium
Diastereoselective Synthesis of Tricarbonyl(thiophene)chromium Complexes
Author(s) -
Ganter Christian,
Brassat Lutz,
Ganter Beate
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971300518
Subject(s) - stereocenter , chemistry , thiophene , substituent , chromium , stereochemistry , planar chirality , chirality (physics) , enantioselective synthesis , organic chemistry , catalysis , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , quark
2,3‐Disubstituted 2‐hydroxyalkylthiophenes 9 and 10 were synthesized in a five‐step sequence and their diastereoselective complexation with the Cr(CO) 3 fragment leading to the corresponding tricarbonyl(thiophene)chromium complexes 11 and 12 was investigated. The diastereoselectivity achieved in the complexation reaction was up to 85% d. e. and depends primarily on the bulkiness of the substituent in the 3‐position of the thiophene. The relative configuration of the stereogenic center and the planar element of chirality of complex 11a was determined by X‐ray diffraction analysis.