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Electronic structure calculations of a chiral [2.2]metacyclophane
Author(s) -
Buss Volker,
Klein Michael
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.19881210114
Subject(s) - chemistry , chromophore , stereochemistry , crystallography , computational chemistry , photochemistry
Qualitative and semi‐empirical MO theory is employed in an attempt to interprete the CD spectrum of triphenylenicene ( 1 ), a chiral [2.2]metacyclophane. There is over‐all agreement in the description of states; however, through‐space interaction of the aromatic chromophores causes rotation of certain electric transition moments, which results in peculiar, but logical changes of calculated rotational strengths. The absolute configuration of (–)‐ 1 is assigned M helicity, in contrast to previous assumption.