Phosphaquinomethane and phosphathienoquinomethanes, and their anion radicals.
Phosphaquinomethane and phosphathienoquinomethanes sterically protected by Mes* (Mes* = 2,4,6-tri-tert-butylphenyl) were synthesized by 1,6-dehydration of the corresponding 4-phosphinoaryl carbinols. Structural similarities to the conventional quinoid compounds were revealed by 1H, 13C, and 31P NMR study and further confirmed by X-ray crystallography of the phosphathienoquinomethane. The corresponding anion radicals were generated by reduction with sodium, and considerable delocalization of an unpaired electron was demonstrated by EPR.
Murakami
Fumiki
F
Department of Chemistry, Graduate School of Science, Tohoku University, Aoba, Sendai 980-8578, Japan.
Sasaki
Shigeru
S
Yoshifuji
Masaaki
M
D000838:Anions / Q000737:chemistry; D018360:Crystallography, X-Ray; D005609:Free Radicals / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry*
D000838:Anions; D005609:Free Radicals; D009943:Organophosphorus Compounds; D008697:Methane