Anionic N-heterocyclic carbenes by decarboxylation of sydnone-4-carboxylates
نویسندگان
چکیده
منابع مشابه
Organocatalysis by N-heterocyclic carbenes.
In the investigation of efficient chemical transformations, the carbon-carbon bond-forming reactions play an outstanding role. In this context, organocatalytic processes have achieved considerable attention.1 Beside their facile reaction course, selectivity, and environmental friendliness, new synthetic strategies are made possible. Particularly, the inversion of the classical reactivity (Umpol...
متن کاملN-Heterocyclic carbenes
The N-heterocyclic carbenes (NHC) now hold a preferredligand status in organic and organometallic chemistry. Their role in catalysis continues to grow. When the editorial staff at the Beilstein Journal of Organic Chemistry contacted me to act as a guest editor for the thematic series “N-Heterocyclic carbenes”, I was more than happy to accept what appeared to me to be a simple and exciting endea...
متن کاملSydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses.
Deprotonated sydnones, which can be represented as anionic N-heterocyclic carbenes, were prepared as Li adducts and compared with deprotonated O-ethylsydnones (5-ethoxy-1,2,3-oxadiazol-4-ylidenes) which belong to the class of abnormal NHCs. The Pd complexes of the sydnone anions (X-ray analysis) as well as of the O-ethylsydnone carbenes proved to be efficient catalysts in aryl couplings of thio...
متن کاملDiverse chemical applications of N-heterocyclic carbenes.
N-Heterocyclic carbenes, or NHCs as they are commonly abbreviated, have attracted significant interest over the past decade due to their widespread utility in chemical transformations. As ligands on transition metals, NHCs have been found to have properties similar to those of the widely employed phosphine ligand, due to their ability to act as both a Lewis base and a Lewis acid at the same tim...
متن کاملAnionic N-heterocyclic carbenes (NHCs): a versatile route to saturated NHCs bearing pendant weakly coordinating anions.
A versatile methodology is reported for the synthesis of anionic NHCs featuring a 5-, 6-, or 7-membered saturated heterocyclic core. Lewis acid promoted exocyclic ring closure generates systems in which the pendant borate functionality is incorporated via a CH2 linker, allowing for electronic and steric isolation of the anionic component. Hence, a library of NHCs can be accessed which incorpora...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2018
ISSN: 0040-4020
DOI: 10.1016/j.tet.2018.03.019