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M Eugenia Sanz

Publications and source records attributed to M Eugenia Sanz.

6 recordsLinked to original sources

Conformations of alpha-aminobutyric acid in the gas phase.

A laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) spectrometer has been successfully applied to the structural study of alpha-aminobutyric acid. Three neutral conformers have been identified in the gas phase by comparing their experimental rotational and 14N nuclear quadrupole coupling parameters with those predicted by ab initio calculations at the MP2/6-311++G(d,p) level. The most stable conformer is stabilized by a bifurcated amine-to-carbonyl hydrogen bond (N--HO=C) and a cis-COOH group, and the side-chain adopts a configuration with a torsion angle tau(C(gamma)-C(beta)-C(alpha)-C') of about 180 degrees. The second most stable conformer exhibits the same configuration for the amino acid skeleton but adopts a different orientation for the side chain with tau(C(gamma)-C(beta)-C(alpha)-C') approximately -60 degrees. In the third conformer an intramolecular hydrogen bond is established between the hydroxyl group and the nitrogen atom (NH--O), with a side-chain orientation similar to that of the most stable conformer.

Journal Article↗

The shape of beta-alanine.

The combination of Fourier transform microwave spectroscopy in a pulsed supersonic jet with laser ablation has made beta-alanine amenable to a structural study in the gas phase. Two new conformers of beta-alanine have been identified together with the two previously observed by McGlone and Godfrey [J. Am. Chem. Soc. 1995, 117, 1043]. The comparison between the experimental rotational and 14N nuclear quadrupole coupling constants and those calculated ab initio provide a definitive test for molecular structures and confirm unambiguously the identification of all conformers. For the two most abundant conformers, an intramolecular hydrogen bond between the amino group and carbonyl oxygen (N-H...O=C) is established, and the COOH adopts a cis-COOH configuration. The next conformer in order of abundance presents an O-H...N intramolecular hydrogen bond with a trans configuration for the COOH group. The high sensitivity of the experiment has allowed us to detect for the first time a conformer uniquely stabilized by an n-pi* hyperconjugative interaction between the nucleophile N: of the amino group and the pi* orbital at the carbonyl group. Partial conformational relaxation has been observed in the supersonic expansion.

Alanine↗

The conformers of phenylglycine.

The neutral form of the unnatural amino acid phenylglycine was vaporized by laser ablation, and the presence of two conformers was detected in a supersonic expansion by Fourier transform microwave spectroscopy. Both conformers were unequivocally identified by comparison of their experimental rotational and quadrupole coupling constants with those calculated ab initio. The most stable conformer is stabilized by intramolecular hydrogen bonds N-H...O=C, N-H...pi (with the closest C-C bond in the aromatic ring), and a cis-COOH interaction. The other conformer exhibits a O-H...N hydrogen bond between the hydrogen atom of the hydroxyl group and the lone pair at the nitrogen atom.

Glycine↗

Vibrational excitation and relaxation of five polyatomic molecules in an electrical discharge.

Vibrational excitation and relaxation of five linear polyatomic molecules, OCS, OC3S, HC3N, HC5N, and SiC2S, have been studied by Fourier transform microwave spectroscopy in a supersonic expansion after the application of a low-current dc electric discharge. For each chain, the populations in bending and stretching modes have been characterized as a function of the applied discharge current; for stable OCS and HC3N, vibrational populations were studied as well in the absence of a discharge. With no discharge present the derived vibrational temperatures are slightly below T, the temperature of the gas before the supersonic expansion (i.e., 300 K). In the presence of the discharge, vibrational excitation occurs via inelastic collisions with the electrons and the vibrational temperatures rise as the applied current increases. Global vibrational relaxation is governed by rapid vibration-vibration (VV) energy transfer and slow vibration-translation (VT) energy transfer. The latter process is rate-determining and depends primarily on the wave number of the vibration. Vibrational modes with wave numbers near and below kT/hc (where T = 300 K and kT/hc-210 cm(-1)) are efficiently cooled by VT transfer because a sufficient number of collisions occur in the initial stages of the supersonic expansion. Vibrational modes with wave numbers around 450 cm(-l) appear to be inefficiently cooled in the molecular beam; at these energies VV and VT rates are probably comparable. For high-frequency vibrations, VV energy transfer dominates. For the longer chains OC3S and HC5N, higher-lying modes are generally not detectable and vibrational temperatures of most lower-lying modes were found to be lower than those of OCS and HC3N, suggesting that as the size of the molecules increases, intermode VV transfer becomes more efficient, plausibly due to the higher density of vibrational levels. New high resolution spectroscopic data have been obtained for several vibrationally excited states of OC3S, HC3N, and HC5N. Rotational lines of the 13C and 15N isotopic species of HC5N have been measured, yielding improved rotational and centrifugal distortion constants; 14N nitrogen quadrupole coupling constants for the isotopic species of HC5N with 13C have been determined for the first time.

Journal Article↗

Axial and equatorial hydrogen-bond conformers and ring-puckering motion in the trimethylene sulfide.hydrogen fluoride complex.

Axial and equatorial hydrogen-bond conformers of the trimethylene sulfide.hydrogen fluoride complex have been generated and characterized in the supersonic jet of a molecular beam Fourier transform microwave experiment. It is shown that the ring-puckering large amplitude motion of trimethylene sulfide is responsible for the observed conformers. The axial conformer has been found to be the most stable and has been proved by the existence of relaxation of the high-energy equatorial form to it. This conformational preference has been explained in the context of a delicate balance between primary and secondary hydrogen bonds. The interconversion between both conformers takes place through the ring-puckering motion of the heterocycle, provided that the barrier to the ring inversion remains low after complexation, as all experimental findings indicate. The structural parameters of the trimethylene sulfide and the hydrogen bond have been derived from the analysis of the rotational spectra of the C(3)H(6) (32)S.HF, C(3)H(6) (34)S.HF, (13)C(alpha) (12)C(2)H(6) (32)S.HF, and (13)C(beta) (12)C(2)H(6) (32)S.HF isotopomers. Both conformers have C(s) symmetry with the hydrogen fluoride located in the molecular symmetry plane of trimethylene sulfide, which is puckered at a similar angle to that found for the bare ring.

Journal Article↗