A matrix isolation study of 2-isopropylidenecyclopentane-1,3-diyl (Berson-type diradical).
The photodenitrogenation of diazene 5 in an argon matrix at 10 K permitted the first observation of an IR spectrum of 2-isopropylidenecyclopentane-1,3-diyl 2 (a Berson-type diradical). A comparison of the IR spectrum with a vibrational simulation at the B3LYP/6-31G(d) level of theory revealed that the diradical 2 has a planar structure. The oxygen-trapping reaction of 2 produced regioselectively fused peroxide 6 in an oxygen-doped argon matrix at 10 K. Irradiation of the diradical 2 afforded enyne 8 in an argon matrix at 10 K.
Abe
Manabu
M
Department of Applied Chemistry, Graduate School of Engineering, Osaka University (HANDAI), Suita565-0871, Osaka, Japan. abe@chem.eng.osaka-u.ac.jp
Kawanami
Satoshi
S
Masuyama
Araki
A
Hayashi
Takashi
T