TY - JOUR
T1 - Evidence for a pi dimer in the electrochemical reduction of 1,3,5-trinitrobenzene: A reversible N-2-fixation system
AU - Gallardo, Iluminada
AU - Guirado, Gonzalo
AU - Marquet, Jordi
AU - Vilà, Neus
PY - 2007/7/2
Y1 - 2007/7/2
N2 - (Figure Presented) Electrochemical reduction of 1,3,5-trinitrobenzene (1) forms π dimer 2, which evolves to a more stable ω complex. The crystal structure of the NEt4+ salt of 2 shows π-stacked chains of radical anions. Solid 2 or dimeric 2 in solution reacts with N2 to give a dianion in which an azo group links two 1,3,5-trinitrobenzene units (see picture). The azo derivative is reversibly electrochemically oxidized to 1. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
AB - (Figure Presented) Electrochemical reduction of 1,3,5-trinitrobenzene (1) forms π dimer 2, which evolves to a more stable ω complex. The crystal structure of the NEt4+ salt of 2 shows π-stacked chains of radical anions. Solid 2 or dimeric 2 in solution reacts with N2 to give a dianion in which an azo group links two 1,3,5-trinitrobenzene units (see picture). The azo derivative is reversibly electrochemically oxidized to 1. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
KW - Azo compounds
KW - Electrochemistry
KW - Nitrogen fixation
KW - Radicals
KW - Stacking interactions
UR - http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=ORCID&SrcApp=OrcidOrg&DestLinkType=FullRecord&DestApp=WOS_CPL&KeyUT=WOS:000244382200028&KeyUID=WOS:000244382200028
UR - https://www.scopus.com/pages/publications/34250819819
U2 - 10.1002/anie.200602690
DO - 10.1002/anie.200602690
M3 - Article
SN - 1433-7851
VL - 46
SP - 1321
EP - 1325
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 8
ER -