Structure and magnetism of stable cation radical salts: N,N'-diethylquinoxalinium tetraphenylborate as compared with pyrazinium and phenazinium analogs
Crystal and mol. structure anal. of N,N'-diethylquinoxalinium tetraphenylborate shows a virtually planar quinoxaline ring with 11 conjugated p electrons and approx. antiperiplanar Et groups. In comparison with phenazinium systems and N,N'-diethylpyrazinium cation, the quinoxalinium species adopts an intermediate position in terms of intra- and intermol. structural features. In particular, increasing benzannelation seems to favor a cation/anion approach for electrostatic reasons whereas the N-C bonds to the hyperconjugatively charge-delocalizing alkyl groups increase due to peri interactions. Solid-state magnetic and ESR measurements are compatible with the crystallog. detd. structure. [on SciFinder(R)]
%0 Journal Article
%1 Hausen.1989
%A Hausen, H. D.
%A Kaim, Wolfgang
%A Schulz, Andreas
%A Roth, Eberhard.
%D 1989
%J Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences
%K cation crystal diethylquinoxalinium radical radical;ESR radical;quinoxalinium salt salt;magnetism salt;mol structure
%N 10
%P 1233--1238
%R 10.1515/znb-1989-1016
%T Structure and magnetism of stable cation radical salts: N,N'-diethylquinoxalinium tetraphenylborate as compared with pyrazinium and phenazinium analogs
%V 44
%X Crystal and mol. structure anal. of N,N'-diethylquinoxalinium tetraphenylborate shows a virtually planar quinoxaline ring with 11 conjugated p electrons and approx. antiperiplanar Et groups. In comparison with phenazinium systems and N,N'-diethylpyrazinium cation, the quinoxalinium species adopts an intermediate position in terms of intra- and intermol. structural features. In particular, increasing benzannelation seems to favor a cation/anion approach for electrostatic reasons whereas the N-C bonds to the hyperconjugatively charge-delocalizing alkyl groups increase due to peri interactions. Solid-state magnetic and ESR measurements are compatible with the crystallog. detd. structure. [on SciFinder(R)]
@article{Hausen.1989,
abstract = {Crystal and mol. structure anal. of N,N'-diethylquinoxalinium tetraphenylborate shows a virtually planar quinoxaline ring with 11 conjugated \textgreek{p} electrons and approx. antiperiplanar Et groups. In comparison with phenazinium systems and N,N'-diethylpyrazinium cation, the quinoxalinium species adopts an intermediate position in terms of intra- and intermol. structural features. In particular, increasing benzannelation seems to favor a cation/anion approach for electrostatic reasons whereas the N-C bonds to the hyperconjugatively charge-delocalizing alkyl groups increase due to peri interactions. Solid-state magnetic and ESR measurements are compatible with the crystallog. detd. structure. [on SciFinder(R)]},
added-at = {2022-06-15T11:26:56.000+0200},
author = {Hausen, H. D. and Kaim, Wolfgang and Schulz, Andreas and Roth, Eberhard.},
biburl = {https://puma.ub.uni-stuttgart.de/bibtex/27c5a2b8d4c3f5ff7656ba84dca2e8ea2/huebleriac},
doi = {10.1515/znb-1989-1016},
interhash = {0a2ae4bf130fb5d90a43f9d025ad115d},
intrahash = {7c5a2b8d4c3f5ff7656ba84dca2e8ea2},
issn = {0932-0776},
journal = {Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences},
keywords = {cation crystal diethylquinoxalinium radical radical;ESR radical;quinoxalinium salt salt;magnetism salt;mol structure},
number = 10,
pages = {1233--1238},
timestamp = {2022-06-15T09:26:56.000+0200},
title = {Structure and magnetism of stable cation radical salts: N,N'-diethylquinoxalinium tetraphenylborate as compared with pyrazinium and phenazinium analogs},
volume = 44,
year = 1989
}