Reaction Electronic Flux Perspective on the Mechanism of the Zimmerman Di-π-methane Rearrangement

Ricardo A. Matute, Patricia Pérez, Eduardo Chamorro, Nery Villegas-Escobar, Diego Cortés-Arriagada, Barbara Herrera, Soledad Gutiérrez-Oliva, Alejandro Toro-Labbé

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8 Citations (Scopus)

Abstract

The reaction electronic flux (REF) offers a powerful tool in the analysis of reaction mechanisms. Noteworthy, the relationship between aromaticity and REF can eventually reveal subtle electronic events associated with reactivity in aromatic systems. In this work, this relationship was studied for the triplet Zimmerman di-π-methane rearrangement. The aromaticity loss and gain taking place during the reaction is well acquainted by the REF, thus shedding light on the electronic nature of reactions involving dibenzobarrelenes.

Original languageEnglish
Pages (from-to)5969-5974
Number of pages6
JournalJournal of Organic Chemistry
Volume83
Issue number11
DOIs
Publication statusPublished - 1 Jun 2018

ASJC Scopus subject areas

  • Organic Chemistry

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