Organic letters

Quintet Bis (carbene) from Triplet Diarylcarbenes Introduced at the 1, 8-Position of Anthracene

Y Ohtsuka, T Itoh, K Hirai, T Takui, H Tomioka

Index: Ohtsuka, Yusuke; Itoh, Tetsuji; Hirai, Katsuyuki; Takui, Takeji; Tomioka, Hideo Organic Letters, 2004 , vol. 6, # 5 p. 847 - 850

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Citation Number: 12

Abstract

[9-{10-Phenyl} anthryl](4-bromo-2, 6-dimethylphenyl) diazomethane was found to be stable enough to survive Sonogashira coupling reaction conditions and was converted to [9-{10- phenyl} anthryl](4-trimethylsilylethynyl-2, 6-dimethylphenyl) diazomethane, which was reacted with 1, 8-diiodoanthracene to give bis (diazo) compound. Bis (carbene) generated by irradiation of the bis (diazo) compound generated a fairly persistent S= 2 quintet state.