Linked Life Data

17441096

Source:http://linkedlifedata.com/resource/pubmed/id/17441096

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
4
pubmed:dateCreated
2007-4-18
pubmed:abstractText
A metal-free acetylide was observed by using NMR spectroscopy. Metal-free acetylides are closely related to reactive intermediates (carbanions) in solution; therefore, they have been regarded as unobservable species. However, we generated this highly reactive and unstable species through the deprotonation of phenylacetylene by using the strong nonmetallic phosphazene base tBu-P4. In the presence of tBu-P4, the J coupling between the ethynyl carbon and hydrogen nuclei (1J(C,H)) of phenylacetylene disappeared; this indicates the deprotonation of the alkyne terminal. Furthermore, a large low-field shift (approximately 90 ppm) of the alkyne carbon resonance was observed. We concluded that we have observed a metal-free carbanion with a formal charge on an sp-hybridized carbon atom for the first time.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Oct
pubmed:issn
1861-471X
pubmed:author
pubmed:issnType
Electronic
pubmed:day
20
pubmed:volume
1
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
581-5
pubmed:meshHeading
pubmed:year
2006
pubmed:articleTitle
NMR spectroscopic observation of a metal-free acetylide anion.
pubmed:affiliation
Laboratory of Molecular Transformation, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Aoba-ku, Sendai, Miyagi 980-8578, Japan. tanaka@mail.pharm.tohoku.ac.jp
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't