A theoretical insight into the internal H-bond and related rotational motion and proton transfer processes of 1-hydroxy-2-acetonaphthone in the S0 state
作者： Juan Angel Organero , Irene Garcı́a-Ochoa , Miquel Moreno , José Maria Lluch , Lucı́a Santos
DOI: 10.1016/S0009-2614(00)00924-6
关键词:
摘要: Abstract Ab initio calculations at the S 0 state of 1-hydroxy-2-acetonaphthone reveal existence several conformers that result from hydroxyl and acetyl groups rotation a coupled proton-transfer twisting motion on potential-energy surface. The most stable structure has an O–H...O=C internal H-bond. bulk effect stability structures was studied through continuum model. Specific interactions with two bridged molecules water lead to breaking making H-bonds stabilization rotamers.
harvard.edu
elsevier.com
sci-hub.se 参考文章(25)
C. R. Mateo, A. Douhal, A coupled proton-transfer and twisting-motion fluorescence probe for lipid bilayers Proceedings of the National Academy of Sciences of the United States of America. ,vol. 95, pp. 7245- 7250 ,(1998) , 10.1073/PNAS.95.13.7245
W. E. Moerner, Urs P. Wild, L. W. Johnson, Persistent Spectral Hole-Burning ApOpt. ,vol. 28, pp. 3486- ,(1989)
D. Haarer, Photochemical Hole-Burning in Electronic Transitions Topics in Current Physics. ,vol. 44, pp. 79- 125 ,(1988) , 10.1007/978-3-642-83290-1_3
Ahmed H. Zewail, The Chemical bond : structure and dynamics Academic Press. ,(1992)
A.Ulises Acuña, F. Toribio, F. Amat-Guerri, J. Catalán, Excited state proton transfer: A new feature in the fluorescence of methyl 5-chlorosalicylate and methyl 5-methoxysalicylate☆ Journal of Photochemistry. ,vol. 30, pp. 339- 352 ,(1985) , 10.1016/0047-2670(85)85052-8
J. L. Herek, S. Pedersen, L. Bañares, A. H. Zewail, Femtosecond real‐time probing of reactions. IX. Hydrogen‐atom transfer Journal of Chemical Physics. ,vol. 97, pp. 9046- 9061 ,(1992) , 10.1063/1.463331
Andrzej L. Sobolewski, Wolfgang Domcke, Ab initio study of excited-state intramolecular proton dislocation in salicylic acid principles and practice of constraint programming. ,vol. 232, pp. 257- 265 ,(1998) , 10.1016/S0301-0104(98)00110-4
Irene García-Ochoa, María-Ángeles Díez López, Montserrat H. Viñas, Lucía Santos, Ernesto Martínez Atáz, Francisco Amat-Guerri, Abderrazzak Douhal, Probing Hydrophobic Nanocavities in Chemical and Biological Systems with a Fluorescent Proton-Transfer Dye Chemistry - A European Journal. ,vol. 5, pp. 897- 901 ,(1999) , 10.1002/(SICI)1521-3765(19990301)5:3<897::AID-CHEM897>3.0.CO;2-H
Chengii Lu, Re-Ming R Hsieh, I-Ren Lee, Po-Yuan Cheng, ULTRAFAST DYNAMICS OF GAS-PHASE EXCITED-STATE INTRAMOLECULAR PROTON TRANSFER IN 1-HYDROXY-2-ACETONAPHTHONE Chemical Physics Letters. ,vol. 310, pp. 103- 110 ,(1999) , 10.1016/S0009-2614(99)00717-4
Seiji Tobita, Masataka Yamamoto, Noriko Kurahayashi, Rie Tsukagoshi, Yosuke Nakamura, Haruo Shizuka, Effects of Electronic Structures on the Excited-State Intramolecular Proton Transfer of 1-Hydroxy-2-acetonaphthone and Related Compounds Journal of Physical Chemistry A. ,vol. 102, pp. 5206- 5214 ,(1998) , 10.1021/JP981368+