TY - JOUR
T1 - Reaction Electronic Flux Perspective on the Mechanism of the Zimmerman Di-π-methane Rearrangement
AU - Matute, Ricardo A.
AU - Pérez, Patricia
AU - Chamorro, Eduardo
AU - Villegas-Escobar, Nery
AU - Cortés-Arriagada, Diego
AU - Herrera, Barbara
AU - Gutiérrez-Oliva, Soledad
AU - Toro-Labbé, Alejandro
N1 - Funding Information:
The authors acknowledge the FONDECYT Grants No. 1140341, No. 1140343, and No. 1170837. N.V.-E. acknowledges the Ph.D. fellowship from CONICYT. We are indebted to Prof. Dr. Rainer Herges for kindly providing us a copy of the ACID software package.
PY - 2018/6/1
Y1 - 2018/6/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85048045320&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.8b00499
DO - 10.1021/acs.joc.8b00499
M3 - Article
AN - SCOPUS:85048045320
SN - 0022-3263
VL - 83
SP - 5969
EP - 5974
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 11
ER -