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

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posted on 2004-03-04, 00:00 authored by Yusuke Ohtsuka, Tetsuji Itoh, Katsuyuki Hirai, Takeji Takui, Hideo Tomioka
[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.

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