Citation: Liang SHEN, De Zhan CHEN. Theoretical Study on Intramolecular Proton Transfer of Perylenequinonoid Derivatives[J]. Chinese Chemical Letters, ;2004, 15(11): 1383-1386. shu

Theoretical Study on Intramolecular Proton Transfer of Perylenequinonoid Derivatives

Liang SHEN ,
De Zhan CHEN

College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014

Received Date: 19 September 2003

Fund Project: This study was supported by the National Natural Science Foundation of China (NO.20273042) and Natural Science Foundation of Shandong Province (No. Z2002B01).

Intramolecular proton transfer of hypomycin A in the ground state S₀ and singlet excited state S₁ were calculated by high level quantum chemical method in this letter. It was found that the IPT barriers for I→TS₁ are 38.56 kJ/mol in S₀ and 8.19 kJ/mol in S₁, while those for I→TS₄ get approximately 17 kJ/mol higher in S₀ and 28 kJ/mol higher in S₁. The calculation of IPT rate constants suggests that the experiment observed process of PQD is in S₁. The height of the IPT barriers correlate not only with the variance of charge for labile hydrogen, the change of H-bond's length, the change of O-H bond's length and the change of O-O distance, but also with the reactant molecular H-bond's length. Moreover, the correlations are the same for S₀ and S₁.
- Perylenequinonoid derivatives,
- hypomycin A,
- intramolecular proton transfer,
- quantum chemical calculation
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