authors |
Vaz, PD; Nolasco, M; Fonseca, N; Amado, AM; da Costa, AMA; Felix, V; Drew, MGB; Goodfellow, BJ; Ribeiro-Claro, PJA |
nationality |
International |
journal |
PHYSICAL CHEMISTRY CHEMICAL PHYSICS |
keywords |
AB-INITIO CALCULATIONS; VIBRATIONAL SPECTROSCOPY; BONDED DIMERS; NMR; BIPHENYL; DERIVATIVES; BEHAVIOR; BARRIER; FIELD |
abstract |
The crystal structure of 4-phenyl-benzaldehyde reveals the presence of a dimer linked by the C=O and C( 9)-H groups of adjacent molecules. In the liquid phase, the presence of C-(HO)-O-... bonded forms is revealed by both vibrational and NMR spectroscopy. A Delta H value of - 8.2 +/- 0.5 kJ mol(-1) for the dimerisation equilibrium is established from the temperature-dependent intensities of the bands assigned to the carbonyl-stretching modes. The NMR data suggest the preferential engagement of the C(2,6)-H and C(10/12)/C(11)-H groups as hydrogen bond donors, instead of the C(9)-H group. While ab initio calculations for the isolated dimers are unable to corroborate these NMR results, the radial distribution functions obtained from molecular dynamics simulations show a preference for C(2,6)-H and C(10/12)/C(11)-(HO)-O-... contacts relative to the C(9)-(HO)-O-... ones. |
publisher |
ROYAL SOC CHEMISTRY |
issn |
1463-9076 |
year published |
2005 |
volume |
7 |
issue |
16 |
beginning page |
3027 |
ending page |
3034 |
digital object identifier (doi) |
10.1039/b506834g |
web of science category |
Chemistry, Physical; Physics, Atomic, Molecular & Chemical |
subject category |
Chemistry; Physics |
unique article identifier |
WOS:000230931200006
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ciceco authors
impact metrics
journal analysis (jcr 2019):
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journal impact factor |
3.43 |
5 year journal impact factor |
3.735 |
category normalized journal impact factor percentile |
69.267 |
dimensions (citation analysis):
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altmetrics (social interaction):
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