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[2+2] Photocycloaddition Reaction Dynamics of Triplet Pyrimidines
Yang, Chunfan; Yu, Youqing; Liu, Kunhui; Song, Di; Wu, Lidan; Su, Hongmei
2011-06-02
Source PublicationJOURNAL OF PHYSICAL CHEMISTRY A
ISSN1089-5639
Volume115Issue:21Pages:5335-5345
AbstractTaking the 266 nm excited pyrimidine (uracil or thymine) with cyclopentene as model reaction systems, we have examined the photoproduct formation dynamics from the [2 + 2] photocycloaddition reactions of triplet pyrimidines in solution and provided mechanistic insights into this important DNA photodamage reaction. By combining two compliment methods of nanosecond time-resolved transient IR and UV-vis laser flash-photolysis spectroscopy, the photoproduct formation dynamics as well as the triplet quenching kinetics are measured. Characteristic IR absorption bands due to photoproduct formation have been observed and product quantum yields are determined to be similar to 0.91% for uracil and similar to 0.41% for thymine. Compared to the measured large quenching rate constants of triplet uracil (1.5 x 10(9) M(-1)s(-1)) or thymine (0.6 x 10(9) M(-1)s(-1)) by cyclopentene, the inefficiency in formation of photoproducts indicates competitive physical quenching processes may exist on the route leading to photoproducts, resulting in very small product yields eventually. Such an energy wasting process is found to be resulted from T(1)/S(0) surface crossings by the hybrid density functional calculations, which compliments the experiments and reveals the reaction mechanism.
DOI10.1021/jp201418r
Indexed BySCI
Language英语
WOS IDWOS:000290914500012
PublisherAMER CHEMICAL SOC
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Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/71326
Collection中国科学院化学研究所
Corresponding AuthorSu, Hongmei
AffiliationChinese Acad Sci, Inst Chem, State Key Lab Mol React Dynam, Beijing Natl Lab Mol Sci BNLMS, Beijing 100190, Peoples R China
Recommended Citation
GB/T 7714
Yang, Chunfan,Yu, Youqing,Liu, Kunhui,et al. [2+2] Photocycloaddition Reaction Dynamics of Triplet Pyrimidines[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2011,115(21):5335-5345.
APA Yang, Chunfan,Yu, Youqing,Liu, Kunhui,Song, Di,Wu, Lidan,&Su, Hongmei.(2011).[2+2] Photocycloaddition Reaction Dynamics of Triplet Pyrimidines.JOURNAL OF PHYSICAL CHEMISTRY A,115(21),5335-5345.
MLA Yang, Chunfan,et al."[2+2] Photocycloaddition Reaction Dynamics of Triplet Pyrimidines".JOURNAL OF PHYSICAL CHEMISTRY A 115.21(2011):5335-5345.
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