Heterocycles I, contg. 6 pairs of p electrons, are formed preferentially on reaction of bifunctional R1PX2 with monoalkylhydrazines and have planar structures, according to NMR investigations. In contrast, tetraazadiboracyclohexanes II, with 8 p electrons, exhibit the twist conformation. One-electron oxidn. of I and II with AlCl3 in CH2Cl2 both yield the dark-blue, thermodn. favored radical cation III (R = R1 = Me, R = Me, R1 = NMe2), which, as a presumably planar 7 p-electron system, is iso-p-electronic with C6H6 radical anions. The ESR spectrum of III shows as sets of equiv. nuclei 4 N, 12 H and 2 B. Spin-d. concs. predominantly on the N atoms, while the B atoms are located in p-nodal planes and the NR-NR+ bridges are leveled. on SciFinder(R)
%0 Journal Article
%1 Noeth.1979
%A Noeth, Heinrich
%A Winterstein, Wolfgang
%A Kaim, Wolfgang
%A Bock, Hans.
%D 1979
%J Chemische Berichte
%K ESR boron heterocycle;NMR heterocycle;radical heterocycle;tetraazadiboracyclohexane ion ion;triazodiboracyclopentane nitrogen radical
%N 7
%P 2494--2502
%T Chemistry of boron. C. Radical ions. XXXI. NMR and ESR spectroscopic investigations on five- and six-membered boron-nitrogen heterocycles
%V 112
%X Heterocycles I, contg. 6 pairs of p electrons, are formed preferentially on reaction of bifunctional R1PX2 with monoalkylhydrazines and have planar structures, according to NMR investigations. In contrast, tetraazadiboracyclohexanes II, with 8 p electrons, exhibit the twist conformation. One-electron oxidn. of I and II with AlCl3 in CH2Cl2 both yield the dark-blue, thermodn. favored radical cation III (R = R1 = Me, R = Me, R1 = NMe2), which, as a presumably planar 7 p-electron system, is iso-p-electronic with C6H6 radical anions. The ESR spectrum of III shows as sets of equiv. nuclei 4 N, 12 H and 2 B. Spin-d. concs. predominantly on the N atoms, while the B atoms are located in p-nodal planes and the NR-NR+ bridges are leveled. on SciFinder(R)
@article{Noeth.1979,
abstract = {Heterocycles I, contg. 6 pairs of \textgreek{p} electrons, are formed preferentially on reaction of bifunctional R1PX2 with monoalkylhydrazines and have planar structures, according to NMR investigations. In contrast, tetraazadiboracyclohexanes II, with 8 \textgreek{p} electrons, exhibit the twist conformation. One-electron oxidn. of I and II with AlCl3 in CH2Cl2 both yield the dark-blue, thermodn. favored radical cation III (R = R1 = Me, R = Me, R1 = NMe2), which, as a presumably planar 7 \textgreek{p}-electron system, is iso-\textgreek{p}-electronic with C6H6 radical anions. The ESR spectrum of III shows as sets of equiv. nuclei 4 N, 12 H and 2 B. Spin-d. concs. predominantly on the N atoms, while the B atoms are located in \textgreek{p}-nodal planes and the NR-NR+ bridges are leveled. [on SciFinder(R)]},
added-at = {2022-06-15T11:26:56.000+0200},
author = {Noeth, Heinrich and Winterstein, Wolfgang and Kaim, Wolfgang and Bock, Hans.},
biburl = {https://puma.ub.uni-stuttgart.de/bibtex/25d595ba67ad1538b4e5f393886bb9fac/huebleriac},
interhash = {8f51f1679a0552c7891fb06bec291f73},
intrahash = {5d595ba67ad1538b4e5f393886bb9fac},
issn = {0009-2940},
journal = {Chemische Berichte},
keywords = {ESR boron heterocycle;NMR heterocycle;radical heterocycle;tetraazadiboracyclohexane ion ion;triazodiboracyclopentane nitrogen radical},
number = 7,
pages = {2494--2502},
timestamp = {2022-06-15T09:26:56.000+0200},
title = {Chemistry of boron. C. Radical ions. XXXI. NMR and ESR spectroscopic investigations on five- and six-membered boron-nitrogen heterocycles},
volume = 112,
year = 1979
}
