title: Synthesis and characterization of a triphenyl-substituted radical and an unprecedented formation of a carbene-functionalized quinodimethane.
abstract: The trichlorosilylcarbene monoradical (Cy-cAAC ·)SiCl3 (1) was directly converted to (Cy-cAAC ·)SiPh3 (2) by substitution of the three chlorine atoms with phenyl groups without affecting the radical center adjacent to the silicon atom. In addition to the structure determination, compound 2 was studied by EPR spectroscopy and DFT calculations. The three hyperfine lines in the EPR spectrum of 2 are due to the coupling with (14)N nucleus. Functionalized 1,4-quinodimethane Me2-cAAC=C6H4=CPh2 (7) was isolated, whereas carbon analogue of radical 2 was targeted. Cyclic voltammogram of 7 indicated that a stable radical-anion 7  ·-, as well as a radical-cation 7  ·+, can be prepared. Theoretical calculations showed that one-electron ionization energy and electron affinity of 7 are 5.1 and 0.7 eV mol(-1), respectively.
authors.affiliation: Institut für Anorganische Chemie, Georg-August-Universität, Tammannstrasse 4, 37077 Göttingen (Germany), Fax: (+49) 551-39-33373.
authors.forename: Kartik Chandra
authors.initials: KC
authors.lastname: Mondal
authors.forename: Prinson P
authors.initials: PP
authors.lastname: Samuel
authors.forename: Herbert W
authors.initials: HW
authors.lastname: Roesky
authors.forename: Benedikt
authors.initials: B
authors.lastname: Niepötter
authors.forename: Regine
authors.initials: R
authors.lastname: Herbst-Irmer
authors.forename: Dietmar
authors.initials: D
authors.lastname: Stalke
authors.forename: Fabian
authors.initials: F
authors.lastname: Ehret
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Kaim
authors.forename: Bholanath
authors.initials: B
authors.lastname: Maity
authors.forename: Debasis
authors.initials: D
authors.lastname: Koley
keywords: EPR spectroscopy; carbenes; cyclic voltammetry; density functional calculations; radicals