ISSN:
1434-4475
Keywords:
Benchrotrenes
;
Hydrogen bridges, intramolecular
;
Lactone of 2′-hydroxymethyl-biphenyl-2-carboxylic acid, mono and bis tricarbonylchromium
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Mono and bis tricarbonylchromium complexes of diphenic acid and its monomethylester (3, 4, 15, 16) were prepared by treating the corresponding methyl and trimethylsilylesters (e.g.12) with Cr(CO)6 and subsequent hydrolysis of the complexes1, 2, 13, and14. Diborane reduction of the carboxylic acids gave hydroxymethyl derivatives, amongst which the diol8 a is a key substance for configurational analyses by1H-nmr and ir spectroscopy. In this context monosubstituted biphenyl complexes (9–11) were prepared as reference substances. Complexation of the lactone23 of 2′-hydroxymethyl biphenyl-2-carboxylic acid afforded (besides two isomeric monocomplexes) mainly thetrans-biscomplex26 b, a key intermediate for ring opening and cyclization reactions. The stereochemical possibilities of the biscomplexes are discussed. The “racemate” configuration is preliminarily assigned to diphenic acid bistricarbonylchromium and its derivatives.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00938733
