Charge-tagged N-heterocyclic carbenes

被引：29

作者：

Corilo, Yuri E. ^{[1
]}

Nachtigall, Fabiane M. ^{[1
]}

Abdelnur, Patricia V. ^{[1
]}

Ebeling, Gunter ^{[2
]}

Dupont, Jairton ^{[2
]}

Eberlin, Marcos N. ^{[1
]}

机构：

[1] Univ Estadual Campinas, Inst Chem, ThoMSon Mass Spectrometry Lab, UNICAMP, BR-13083970 Campinas, SP, Brazil

[2] Univ Fed Rio Grande do Sul, Inst Chem, Lab Mol Catalysis, BR-91501970 Porto Alegre, RS, Brazil

来源：

RSC ADVANCES | 2011年 / 1卷 / 01期

基金：

巴西圣保罗研究基金会;

关键词：

IMIDAZOLIUM IONIC LIQUIDS; ELECTROSPRAY-IONIZATION MASS; GAS-PHASE; MECHANISM; SPECTROMETRY; STABILITY; COMPLEXES; CATIONS; PROBES; SALTS;

D O I：

10.1039/c1ra00024a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The interception, formation and characterization of the first stable, long lived charge-tagged N-heterocyclic carbenes of the general type 4(x+) (x = 1-3) and analogues is reported. Via ESI(+)-MS of solutions of bromine salts of doubly, triply and quadruply charged imidazolium ion IL (3. Br-n, n = 2-4), the isolated 4(x+) as well as charged aggregates [3.Br(n-x)](x+) likely to be participating in the [3.Br(n-x)](x+) reversible arrow 4(x+) + HBr solution equilibrium could be transferred and characterized in the gas phase. Mimicking the solution equilibrium, the gaseous [3.Br(n-x)](x+) were found to dissociate nearly exclusively via HBr loss during thermal activation via collisions to form gaseous 4(x+), which were found to add to acrolein and acetone.

引用

页码：73 / 78

页数：6

共 53 条

[1]

Adlhart C, 2000, HELV CHIM ACTA, V83, P2192, DOI 10.1002/1522-2675(20000906)83:9<2192::AID-HLCA2192>3.0.CO

[2]

2-G

[3] Formation and stability of N-heterocyclic carbenes in water:: The carbon acid pKa of imidazollum cations in aqueous solution [J].