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Volumn 113, Issue 9, 2009, Pages 1822-1826

Hydrogen-bonded cyclic dimer formation in temperature-induced reversal of tautomerism of salicylideneanilines

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE RINGS; CYCLIC DIMERS; HIGHER ORDERS; INTERMOLECULAR HYDROGENS; LOW TEMPERATURES; PLANAR CONFORMATIONS; ROOM TEMPERATURES; SATURATED HYDROCARBONS; TAUTOMERIC EQUILIBRIUM; TEMPERATURE-INDUCED; TERT-BUTYL GROUPS; UV-VIS ABSORPTION SPECTRUMS;

EID: 63849130153     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp808847h     Document Type: Article
Times cited : (15)

References (39)
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  • 10
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    • The assignment of the absorption bands of the enol and cis-keto forms has been established.7,9
    • 7,9
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    • Frisch, M. J, Trucks, G. W, Schlegel, H. B, Scuseria, G. E, Robb, M. A, Cheeseman, J. R, Zakrzewski, V. G, Montgomery; J. A, Jr, Stratmann, R. E, Burant, J. C, Dapprich, S, Millam, J. M, Daniels, D, Kudin, K. N, Strain, M. C, Farkas, O, Tomasi, J, Barone, V, Cossi, M, Cammi, R, Mennucci, B, Pomelli, C, Adamo, C, Clifford, S, Ochterski, J, Petersson, G. A, Ayala, P. Y, Cui, Q, Morokuma, K, Malick, D. K, Rabuck, A. D, Raghavachari, K, Foresman, J. B, Cioslowski, J, Ortiz, J. V, Baboul, A. G, Stefanov, B. B, Liu, G, Liashenko, A, Piskorz, P, Komaromi, I, Gomperts, R, Martin, R. L, Fox, D. J, Keith, T, Al-Laham, M. A, Peng, C. Y, Nanayakkara, A, Challacombe, M, Gill, P. M. W, Johnson, B, Chen, W, Wong, M. W, Andres, J. L, Gonzalez, C, Head-Gordon, M, Replogle, E. S, and Pople, J. A. Gaussian 98, revision A.9; Gaussian, Inc, Pittsburgh PA, 1998
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  • 35
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    • The weak interaction in the enol dimer can explain the fact that the formation of the dimer as an intermediate species was not clearly observed in the UV-vis spectra.10 This is mainly because the spectral changes corresponding to the dimer formation are not large due to the weak intermolecular interaction. This makes a sharp contrast to 7-hydroxyquino-lines, where the formation of the enol dimer is driven by the formation of intermolecular hydrogen bonds, which leads to significant spectral changes at intermediate stages
    • 10 This is mainly because the spectral changes corresponding to the dimer formation are not large due to the weak intermolecular interaction. This makes a sharp contrast to 7-hydroxyquino-lines, where the formation of the enol dimer is driven by the formation of intermolecular hydrogen bonds, which leads to significant spectral changes at intermediate stages.


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