Kinetic stabilization of the o-quinoidal 3,4-benzotropone system.
Kinetic stabilization of the o-quinoidal 3,4-benzotropone system was investigated. The parent 3,4-benzotropone undergoes rapid [pi8 + pi10] dimerization in fluid solution even at -78 degree C while triptycene-fused derivative having a tert-butyl group at the C6 position of the tropone moiety was found to be stable indefinitely under similar conditions. The relative importance of the triptycene moiety and the tert-butyl group in for the kinetic stabilization was evaluated.
Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, 466-8555, Japan. ohkita.masakazu@nitech.ac.jp
Masakazu
M
Ohkita
Kieko
K
Sano
Katsuhiko
K
Ono
Katsuhiro
K
Saito
Takanori
T
Suzuki
Takashi
T
Tsuji
D003508:Cycloheptanes / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D011809:Quinones / Q000737:chemistry*; D013997:Time Factors
D003508:Cycloheptanes; D011809:Quinones