ISSN:
1572-8854
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract cis,cis-Cyclohexane-1,3,5-tricarboxylic acid (1) its trimethyl ester (2) and their 1,3,5-trimethylated and 1,3,5-tribenzylated derivatives were prepared, and their structures studied by two-dimensional NMR spectroscopy in conjunction with X-ray crystallography. The results show that these molecules adopt a chair conformation in solution, with all the carboxyl groups in1 and all the methoxycarbonyl groups in2 occupying the equatorial positions, but with the corresponding functionalities in the alkylated derivatives occupying the axial positions. For2, its 1,3,5-tribenzylated derivative4, andcis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid (5), the same conformational preferences are seen to persist in the crystalline state as in solution.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01156081
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