Microwave spectrum and conformational composition of 1-vinylimidazole.

Centre for Theoretical and Computational Chemistry, Department of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, Norway.

The journal of physical chemistry. A 2011 Jul 7

filter terms:

The microwave spectrum of 1-vinylimidazole has been investigated in the 21-80 GHz spectral region. The spectra of two conformers have been assigned. One of these forms is planar, while the other is nonplanar with the imidazole ring and the vinyl group forming an angle of 15(4)° from coplanarity. The planar form is found to be 5.7(7) kJ/mol more stable than the nonplanar rotamer by relative intensity measurements. The spectra of 10 vibrationally excited states of the planar form and one excited-state spectrum of the nonplanar form were assigned. The vibrational frequencies of several of these states were determined by relative intensity measurements. The microwave work has been augmented by quantum chemical calculations at the CCSD/cc-pVTZ, MP2/cc-pVTZ, and B3LYP/cc-pVTZ levels of theory. The B3LYP calculations predict erroneously that both forms of 1-vinylimidazole are planar, whereas the MP2 and CCSD calculations correctly predict the existence of a planar and a nonplanar conformer of this compound.

Citation

Svein Samdal, Harald Møllendal. Microwave spectrum and conformational composition of 1-vinylimidazole. The journal of physical chemistry. A. 2011 Jul 7;115(26):7559-65