| pubmed-article:17001413 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:17001413 | lifeskim:mentions | umls-concept:C0001963 | lld:lifeskim |
| pubmed-article:17001413 | lifeskim:mentions | umls-concept:C0020276 | lld:lifeskim |
| pubmed-article:17001413 | lifeskim:mentions | umls-concept:C0596448 | lld:lifeskim |
| pubmed-article:17001413 | pubmed:issue | 38 | lld:pubmed |
| pubmed-article:17001413 | pubmed:dateCreated | 2006-9-26 | lld:pubmed |
| pubmed-article:17001413 | pubmed:abstractText | Intermolecular hydrogen bonding competes with an intramolecular hydrogen bond when methanol binds to an alpha-hydroxyester. Disruption of the intramolecular OH...O=C contact in favour of a cooperative OH...OH...O=C sequence is evidenced by FTIR spectroscopy for the addition of methanol to the esters methyl glycolate, methyl lactate and methyl alpha-hydroxyisobutyrate in seeded supersonic jet expansions. Comparison of the OH stretching modes with quantum-chemical harmonic frequency calculations and 18O labelling of methanol unambiguously prove the insertion of methanol into the intramolecular hydrogen bond. This is in marked contrast to UV/IR hole burning studies of the homologous system methyl lactate: (+/-)-2-naphthyl-1-ethanol, where only addition complexes were found and the intramolecular hydrogen bond was conserved. This switch in hydrogen bond pattern from aliphatic to aromatic heterodimers is thought to reflect not only a kinetic propensity but also a thermodynamic preference for addition complexes when dispersion forces become more important in aromatic systems. | lld:pubmed |
| pubmed-article:17001413 | pubmed:language | eng | lld:pubmed |
| pubmed-article:17001413 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17001413 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:17001413 | pubmed:month | Oct | lld:pubmed |
| pubmed-article:17001413 | pubmed:issn | 1463-9076 | lld:pubmed |
| pubmed-article:17001413 | pubmed:author | pubmed-author:BorhoNicoleN | lld:pubmed |
| pubmed-article:17001413 | pubmed:author | pubmed-author:SuhmMartin... | lld:pubmed |
| pubmed-article:17001413 | pubmed:author | pubmed-author:Le... | lld:pubmed |
| pubmed-article:17001413 | pubmed:author | pubmed-author:ZehnackerAnne... | lld:pubmed |
| pubmed-article:17001413 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:17001413 | pubmed:day | 14 | lld:pubmed |
| pubmed-article:17001413 | pubmed:volume | 8 | lld:pubmed |
| pubmed-article:17001413 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:17001413 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:17001413 | pubmed:pagination | 4449-60 | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:meshHeading | pubmed-meshheading:17001413... | lld:pubmed |
| pubmed-article:17001413 | pubmed:year | 2006 | lld:pubmed |
| pubmed-article:17001413 | pubmed:articleTitle | Intra- vs. intermolecular hydrogen bonding: dimers of alpha-hydroxyesters with methanol. | lld:pubmed |
| pubmed-article:17001413 | pubmed:affiliation | Institut für Physikalische Chemie, Universität Göttingen, Tammannstr. 6, 37077, Göttingen, Germany. | lld:pubmed |
| pubmed-article:17001413 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:17001413 | pubmed:publicationType | Comparative Study | lld:pubmed |
| pubmed-article:17001413 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
