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Highly alkylated cyclohexanes. – X‐Ray crystal structures, force‐field calculations, and conformations of cis/trans ‐1,4‐disubstituted cyclohexane isomers
Author(s) -
Hasel Winnfried,
Schnick Wolfgang,
Jansen Martin,
Hoffmann H. M. R.
Publication year - 1988
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.19881210821
Subject(s) - chemistry , cyclohexane , cis–trans isomerism , conformational isomerism , stereochemistry , crystal structure , crystallography , crystal (programming language) , molecule , organic chemistry , computer science , programming language
The structures of mesylated cis ‐ and trans ‐tetramethylshisool cis ‐ 2 and trans ‐ 2 have been elucidated by single‐crystal X‐ray techniques. In cis ‐ 2 the isopropenyl group adopts an axial position in the crystal, and the structural data obtained are in good agreement with those from force‐field calculations. In trans ‐ 2 the two rotamers arising from rotation of the isopropenyl group were assigned by NOE measurements. Comparison of the spectroscopic data with those of other tetramethyllimonene derivatives showed that these can be classified into compounds with preferred equatorial and preferred axial position of the isopropenyl group.