ISSN:
0009-2940
Keywords:
Conformations
;
Conformational Preferences
;
Alkanes, branched
;
Calculations, force-field
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The conformations of a flexible n-heptane chain are considered. Six-membered ring annulation at the inner bonds leads to 1,3-disubstituted cyclohexanes, at the outer bonds to dicyclohexylmethane derivatives. Force-field calculations show that these molecules maintain the conformational mobility of the heptane chain to a large degree, yet some populate one particular conformer to more than 80% (up to 99% in the case of 17). The predominant conformers of the molecules described here allow to represent each of the regular (diamond lattice type) conformations of a heptane chain. Moreover, for the open-chain heptane derivatives the effect of methyl substitution on the conformational preferences has been examined. Finally, the adamantane derivative 32 has been identified in giving the heptane chain a 93% preference for the tg + g + t-conformation.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921251020
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