Conformational effects on the photoinduced proton-transfer processes in 1-methyl-2-(3′-hydroxy-2′-pyridyl)benzimidazole

1999 ◽  
Vol 1 (2) ◽  
pp. 253-260 ◽  
Author(s):  
M Carmen Ríos Rodríguez ◽  
Flor Rodríguez-Prieto ◽  
Manuel Mosquera

1997 ◽  
Vol 53 (2) ◽  
pp. 306-316 ◽  
Author(s):  
S. Khatib ◽  
M. Botoshansky ◽  
Y. Eichen

Photoinduced and thermally activated proton-transfer processes taking place in crystals of 2-(2,4-dinitrobenzyl)pyridine and some of its derivatives are highly sensitive to molecular packing. Small differences in the way the molecules are packed in the crystal are found to dominate molecular properties in controlling the photoactivity of the different phototautomers, leading, for example, to photoactive or photoinert systems. Three compounds, 2-(2,4-dinitrobenzyl)-4-methylpyridine, 1-(2,4-dinitrophenyl)-l-(2-pyridine)ethane and 4′-(2,4-dinitrobenzyl)-4-methyl-2,2′-bipyridine, having different photochemical properties, were prepared and their crystal structures characterized by means of X-ray analysis. In the photoinert crystals the 2,4-dinitrophenyl group is π-stacked with other aromatic rings of neighboring molecules. This arrangement may open some deactivation channels to the excited state which are faster than the proton-transfer process, leading to photoinert crystals. The absence of π-stacking between the chromophore and other aromatic rings leads to photoactive systems. An O atom of the o-nitro group is the only basic atom that is systematically found to interact with the abstracted proton. It seems that this atom is responsible for the photoinduced proton abstraction of the benzylic H atom, while the role of the N atom of the pyridine ring in the proton-abstraction process is mainly inductive.



Author(s):  
Yoav Eichen ◽  
Jean-Marie Lehn ◽  
Michael Scherl ◽  
Dietrich Haarer ◽  
Roger Casalegno ◽  
...  


1990 ◽  
Vol 94 (23) ◽  
pp. 8536-8542 ◽  
Author(s):  
Flor. Rodriguez Prieto ◽  
Manuel. Mosquera ◽  
Mercedes. Novo


2010 ◽  
Vol 44 (6) ◽  
pp. 482-491 ◽  
Author(s):  
M. N. Khimich ◽  
F. E. Gostev ◽  
I. V. Shelaev ◽  
O. M. Sarkisov ◽  
E. A. Birgen ◽  
...  


2018 ◽  
Vol 130 (52) ◽  
pp. 17269-17273 ◽  
Author(s):  
Shenyue Xu ◽  
Dalong Guo ◽  
Xinwen Ma ◽  
Xiaolong Zhu ◽  
Wentian Feng ◽  
...  


1990 ◽  
Vol 168 (5) ◽  
pp. 410-416 ◽  
Author(s):  
Alok Samanta ◽  
Swapan K. Ghosh ◽  
H.K. Sadhukhan


1965 ◽  
Vol 39 ◽  
pp. 7 ◽  
Author(s):  
M. Eigen


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