Correlation between Hammett substituent constants and directly calculated π-conjugation strength

Israel Fernández, Gernot Frenking

Research output: Contribution to journalArticlepeer-review

94 Scopus citations

Abstract

The results of an energy decomposition analysis of ortho-, meta-, and para-substituted benzylic cations and para-substituted benzylic anions H 2C-C6H4Rq (R = H, F, CN, Me, OH, NH2, NO2, CHO, CO2H; q = +, -) are presented and discussed. The calculated values for the π bonding between CH 2q and C6H4R show for substituents which have π orbitals a linear correlation with the Hammett σp, σ+p, and σm, constants.

Original languageEnglish
Pages (from-to)2251-2256
Number of pages6
JournalJournal of Organic Chemistry
Volume71
Issue number6
DOIs
StatePublished - 17 Mar 2006
Externally publishedYes

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