Synthesis and spectroscopic study of diphenylamino-substituted phenylene-(poly) ethynylenes: remarkable effect of acetylenic conjugation modes

…, T Ishikawa, T Iwanaga, S Toyota, D Matsuo, A Orita…

Index: Fang, Jing-Kun; An, De-Lie; Wakamatsu, Kan; Ishikawa, Takeharu; Iwanaga, Tetsuo; Toyota, Shinji; Matsuo, Daisuke; Orita, Akihiro; Otera, Junzo Tetrahedron Letters, 2010 , vol. 51, # 6 p. 917 - 920

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Citation Number: 18

Abstract

A series of diphenylamino-substituted phenylene-(poly) ethynylenes were successfully synthesized by a combination of Sonogashira coupling and double elimination protocol of β- substituted sulfones. When UV-light was irradiated, the amino-substituted phenylene-(poly) ethynylene emitted strong luminescence. The emission underwent a large bathochromic shift in polar solvent because of stabilization of their charge-separated excited states. ...