The matching of structural elements in reactions for evaluating stabilization energies for benzene and monosilabenzene View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1987-05

AUTHORS

Philip George, Charles W. Bock, Mendel Trachtman

ABSTRACT

Using the 6-31G* basis set the stabilization energy for monosilabenzene has been calculated as ΔET for the homodesmotic reactions in which (i) ethylene is the other reactant with trans 1,3-butadiene and trans 2-sila-1,3-butadiene as the products, and (ii) trans 1,3-butadiene is the other reactant with trans 1,3,5-hexatriene and trans 3-sila-1,3,5-hexatriene as the products. The values are 17.2 and 17.6 kcal mol−1 respectively, compared to 24.8 and 23.5 kcal mol−1 respectively for the corresponding reactions of benzene. The difference is ΔET for the interchange of =SiH- and =CH- groups between the aromatic and aliphatic structural environments, and is thus more informative than the quotient. The extent of the matching of structural elements in these reactions, and in the benzene reactions using longer chain polyenes, is assessed in terms of the structural environment about each heavy atom in its entirety — namely the nearest neighbor atoms (NN), the next nearest neighbor atoms (NNN), and the more distant atoms (NNNN and NNNNN). Matching by number alone is designated “isoplesiotic”, and if by both number and kind, “homoplesiotic”. More... »

PAGES

289-298

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf00529100

DOI

http://dx.doi.org/10.1007/bf00529100

DIMENSIONS

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