Open AccessStability of bicalicene isomers: A topological study
Author(s) -
Ivan Gutman
Publication year - 2016
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc150717077g
Subject(s) - conjugated system , stability (learning theory) , hydrocarbon , cis–trans isomerism , chemistry , graph , computational chemistry , topology (electrical circuits) , stereochemistry , mathematics , organic chemistry , combinatorics , computer science , polymer , machine learning
Bicalicene is the conjugated hydrocarbon obtained by joining two calicene fragments. This can be done in two different ways, thus resulting in two bicalicene isomers (tentatively referred to as cis and trans). The trans isomer is a stable compound whereas cis-bicalicene appears to be less stable and has never been prepared. The stability order of the bicalicene isomers cannot be rationalized by means of standard topological theory of conjugated π-electron systems, and requires a special graph-theory-based analysis