Quintet bis(carbene) from triplet diarylcarbenes introduced at the 1,8-position of anthracene.
[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. [structure: see text]
Chemistry Department for Materials, Faculty of Engineering, Mie University, Tsu, Mie 514-8507, Japan.
Yusuke
Y
Ohtsuka
Tetsuji
T
Itoh
Katsuyuki
K
Hirai
Takeji
T
Takui
Hideo
H
Tomioka