Dual fluorescence of 4-(dialkylamino) pyrimidines. Twisted intramolecular charge transfer state formation favored by hydrogen bond or by coordination to the metal ion

J Herbich, ZR Grabowski, H Wojtowicz…

Index: Herbich, Jerzy; Grabowski, Zbigniew R.; Wojtowicz, Hanna; Golankiewicz, Krzysztof Journal of Physical Chemistry, 1989 , vol. 93, # 9 p. 3439 - 3444

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Citation Number: 65

Abstract

4-(N, N-Dimethylamino) pyrimidine (CDMAP) does not exhibit any markedly dual luminescence even in highly polar (aprotic) solvents, unless the ortho substituent deviates the amino group from coplanarity with the ring. Protic solvents or complexation with Zn2+ cause the long-wave fluorescence to appear distinctly. Contrary to 4-DMAP, 4-(N, N- diethylamino) pyrimidine (CDEAP) reveals dual luminescence in sufficiently polar (aprotic) ...