81693-79-0Relevant articles and documents
Microwave accelerated, Ni/C-catalyzed cross-couplings of in situ-derived zirconocenes
Lipshutz, Bruce H.,Frieman, Bryan
, p. 1309 - 1316 (2004)
Both vinyl and alkyl zirconocenes undergo rapid couplings with aryl halides under heterogeneous conditions in a microwave reactor using Ni/C as catalyst. Ligand variations both in type and stoichiometry play major roles in the extent of conversion.
ortho-Directing Chromium Arene Complexes as Efficient Mediators for Enantiospecific C(sp2)–C(sp3) Cross-Coupling Reactions
Bigler, Raphael,Aggarwal, Varinder K.
supporting information, p. 1082 - 1086 (2018/01/10)
A new strategy for the coupling of a broad scope of electronically diverse aromatics to boronic esters is reported. The coupling sequence, which relies on the directed ortho-lithiation of chromium arene complexes followed by boronate formation and oxidation, occurs with complete ortho-selectivity and enantiospecificity to give the coupling products in excellent yields and with high functional group tolerance. An intermediate chromium arene boronate complex was characterized by X-ray, NMR, and IR experiments to elucidate the reaction mechanism.
First Kumada reaction of alkyl chlorides using N-heterocyclic carbene/palladium catalyst systems
Frisch, Anja C.,Rataboul, Franck,Zapf, Alexander,Beller, Matthias
, p. 403 - 409 (2007/10/03)
For the first time it is shown that N-heterocyclic carbenes are suitable ligands for the palladium-catalyzed coupling of alkyl chlorides with aryl Grignard reagents. A variety of simple as well as functionalized primary alkyl chlorides provide the corresponding alkyl benzenes in general in good to very good yield. By comparing the 1,3-dimesitylimidazol-2-ylidene (IMes) palladium(0) naphthoquinone complex with the previously known palladium phosphine catalyst for the model coupling reaction of 1-chlorohexane with phenylmagnesium bromide it is demonstrated that the new catalyst system is superior.