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Topological electronic rules for polycyclic hydrocarbons—quantum chemical deductions directly from structural formulas
Author(s) -
Sinanoǧlu Oktay
Publication year - 1988
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560340818
Subject(s) - antibonding molecular orbital , homo/lumo , nucleophile , electrophile , aromaticity , chemistry , conjugated system , quantum , computational chemistry , covariance , molecular orbital , graphene , atomic orbital , topology (electrical circuits) , chemical physics , molecule , physics , quantum mechanics , organic chemistry , mathematics , combinatorics , polymer , statistics , catalysis , electron
Abstract All bicyclo[p.q.0] conjugated hydrocarbons are found to fall into ten homolog classes each characterized by the numbers of nonbonding, bonding, and antibonding molecular‐orbitals of its first prototype and by the prototype itself. The energy level patterns are obtained by the new “structural covariance” pictorial rules directly from structural formulas. The HOMO‐LUMO types, aromaticity or three types of nonaromatic behavior, and reactivities towards nucleophiles or electrophiles thereby also result.