Photoinduced triplet-triplet energy transfer via the 2-ureido-4[1H]-pyrimidinone self-complementary quadruple hydrogen-bonded module.
Phosphorescence quenching and flash photolysis experiments demonstrate that photoinduced intra-assembly triplet-triplet energy transfer can take place via a 2-ureido-4[1H]-pyrimidinone-bridged benzophenone-naphthalene assembly I with a rate constant of 3.0 x 106 s-1 and an efficiency of 95% in CH2Cl2. This new finding suggests that with high binding strength and directionality, the 2-ureido-4[1H]-pyrimidinone hydrogen-bonded module may serve as a new model to illustrate the fundamental principles governing the triplet-triplet energy-transfer process through hydrogen bonds.
Wang
Su-Min
SM
Laboratory of Organic Optoelectronic Functional Materials and Molecular Engineering, Technical Institute of Physics and Chemistry and Graduate University, the Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
Yu
Mao-Lin
ML
Ding
Jie
J
Tung
Chen-Ho
CH
Wu
Li-Zhu
LZ
D000042:Absorption; D001577:Benzophenones / Q000737:chemistry; D004735:Energy Transfer; D006860:Hydrogen Bonding; D049449:Luminescence; D009682:Magnetic Resonance Spectroscopy; D009281:Naphthalenes / Q000737:chemistry; D010782:Photolysis; D011744:Pyrimidinones / Q000138:chemical synthesis / Q000737:chemistry*
C109276:2-ureido-4-pyrimidone; D001577:Benzophenones; D009281:Naphthalenes; D011744:Pyrimidinones; C031721:naphthalene; C047723:benzophenone