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No.2(1999)3.Photochromism of diaza [3.3] anthracenoparacyclophanes with four substituents on a phenyl ring
Yoshio SHINDO, Marina KANEKO and Masao USUI
Diaza [3.3] anthracenoparacyclophanes (1b and 1c) with four chlorine atoms or methyl groups on a phenyl ring were newly synthesized in order to depress (4+2) thermal cycloaddition occuring in solution. Non-substituted compound (1a) underwent this thermal reaction in solution at 100 ℃, while the chloro- (1b) and methyl compounds (1c) were stable at 100 ℃ and 130 ℃, respectively. These new compounds, which lost fluorescence, exhibited good reproducibilities of absorbance similarly to 1a on photoirradiation in solution, followed by heating in the solid state. The quantum yields for the photoreaction of 1b and 1c were about three times as much as that of 1a and the thermal stabilities of 2b and 2c were about ten times as much as that of 2a.
Keywords
Photochromism, Cyclophane, Diaza, Anthracenoparacyclophane, Syntheses, Thermal stability,