Despite the notable progress in the stabilization of main group radicals by NHCs and cyclicalkyl(amino) carbenes (cAACs), no germanium radicals have been isolated so far due to synthetic challenges. Stabilization of neutral :EIR.bul. (E = Si, Ge) radicals is an uphill task, as these reactive transient species are highly susceptible to dimerization. Herein, we report the synthesis of acyclic neutral germanium(I) radicals Cy-cAAC:GeN(SiMe3)Dip I (1) and Me-cAAC:GeN(SiPh3)Mes II (2) obtained by the redn. of Ar(SiR3)NGeCl3 with KC8 in the presence of cAAC. Compds. 1 and 2 are well characterized by single crystal X-ray structural anal., cyclic voltammetry, and EPR spectroscopy. Furthermore, the structure and bonding of compds. 1 and 2 have been investigated by theor. methods. on SciFinder(R)
%0 Journal Article
%1 Siddiqui.2019
%A Siddiqui, Mujahuddin M.
%A Sarkar, Samir Kumar
%A Sinhababu, Soumen
%A Ruth, Paul Niklas
%A Herbst-Irmer, Regine
%A Stalke, Dietmar
%A Ghosh, Munmun
%A Fu, Mingxing
%A Zhao, Lili
%A Casanova, David
%A Frenking, Gernot
%A Schwederski, Brigitte
%A Kaim, Wolfgang
%A Roesky, Herbert W.
%D 2019
%J Journal of the American Chemical Society
%K Carbenes Carbenes;isolation DFT ESR Germanium acyclic cyclicAlkylamino radical stabilized transient
%N 5
%P 1908--1912
%R 10.1021/jacs.8b13434
%T Isolation of Transient Acyclic Germanium(I) Radicals Stabilized by Cyclic Alkyl(amino) Carbenes
%V 141
%X Despite the notable progress in the stabilization of main group radicals by NHCs and cyclicalkyl(amino) carbenes (cAACs), no germanium radicals have been isolated so far due to synthetic challenges. Stabilization of neutral :EIR.bul. (E = Si, Ge) radicals is an uphill task, as these reactive transient species are highly susceptible to dimerization. Herein, we report the synthesis of acyclic neutral germanium(I) radicals Cy-cAAC:GeN(SiMe3)Dip I (1) and Me-cAAC:GeN(SiPh3)Mes II (2) obtained by the redn. of Ar(SiR3)NGeCl3 with KC8 in the presence of cAAC. Compds. 1 and 2 are well characterized by single crystal X-ray structural anal., cyclic voltammetry, and EPR spectroscopy. Furthermore, the structure and bonding of compds. 1 and 2 have been investigated by theor. methods. on SciFinder(R)
@article{Siddiqui.2019,
abstract = {Despite the notable progress in the stabilization of main group radicals by NHCs and cyclicalkyl(amino) carbenes (cAACs), no germanium radicals have been isolated so far due to synthetic challenges. Stabilization of neutral [:EIR].bul. (E = Si, Ge) radicals is an uphill task, as these reactive transient species are highly susceptible to dimerization. Herein, we report the synthesis of acyclic neutral germanium(I) radicals Cy-cAAC:GeN(SiMe3)Dip I (1) and Me-cAAC:GeN(SiPh3)Mes II (2) obtained by the redn. of [Ar(SiR3)NGeCl3] with KC8 in the presence of cAAC. Compds. 1 and 2 are well characterized by single crystal X-ray structural anal., cyclic voltammetry, and EPR spectroscopy. Furthermore, the structure and bonding of compds. 1 and 2 have been investigated by theor. methods. [on SciFinder(R)]},
added-at = {2022-06-15T11:26:56.000+0200},
author = {Siddiqui, Mujahuddin M. and Sarkar, Samir Kumar and Sinhababu, Soumen and Ruth, Paul Niklas and Herbst-Irmer, Regine and Stalke, Dietmar and Ghosh, Munmun and Fu, Mingxing and Zhao, Lili and Casanova, David and Frenking, Gernot and Schwederski, Brigitte and Kaim, Wolfgang and Roesky, Herbert W.},
biburl = {https://puma.ub.uni-stuttgart.de/bibtex/2d93a351cbf2cd7378a923d4141a353a5/huebleriac},
doi = {10.1021/jacs.8b13434},
interhash = {6f9a0d63bff80ebb3016d356c59494fc},
intrahash = {d93a351cbf2cd7378a923d4141a353a5},
issn = {0002-7863},
journal = {Journal of the American Chemical Society},
keywords = {Carbenes Carbenes;isolation DFT ESR Germanium acyclic cyclicAlkylamino radical stabilized transient},
number = 5,
pages = {1908--1912},
timestamp = {2022-06-15T09:26:56.000+0200},
title = {Isolation of Transient Acyclic Germanium(I) Radicals Stabilized by Cyclic Alkyl(amino) Carbenes},
volume = 141,
year = 2019
}
