Role of Gold(I) alpha-Oxo Carbenes in the Oxidation Reactions of Alkynes Catalyzed by Gold(I) Complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10281757" target="_blank" >RIV/00216208:11310/14:10281757 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/ja505945d" target="_blank" >http://dx.doi.org/10.1021/ja505945d</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/ja505945d" target="_blank" >10.1021/ja505945d</a>
Alternative languages
Result language
angličtina
Original language name
Role of Gold(I) alpha-Oxo Carbenes in the Oxidation Reactions of Alkynes Catalyzed by Gold(I) Complexes
Original language description
The gas phase structures of gold(l) complexes formed by intermolecular oxidation of selected terminal (phenylacetylene) and internal alkynes (2-butyne, 1-phenyl-propyne, diphenylacetylene) were investigated using tandem mass spectrometry and ion spectroscopy in conjunction with quantum-chemical calculations. The experiments demonstrated that the primarily formed beta-gold(I) vinyloxypyridinium complexes readily undergo rearrangement, dependent on their substituents, to either gold(I) alpha-oxo carbenenoids (a synthetic surrogate of the a-oxo carbenes) or pyridine adducts of gold(I) enone complexes in the condensed phase and that the existence of naked a-oxo carbenes is highly improbable. Isotopic labeling experiments performed with the reaction mixtures clearly linked the species that exist in solution to the ions transferred to the gas phase. The ions were then fully characterized by CID experiments and IRMPD spectroscopy. The conclusions based on the experimental observations perfect
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of the American Chemical Society
ISSN
0002-7863
e-ISSN
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Volume of the periodical
136
Issue of the periodical within the volume
32
Country of publishing house
US - UNITED STATES
Number of pages
11
Pages from-to
11513-11523
UT code for WoS article
000340442700049
EID of the result in the Scopus database
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