Publisher： John Wiley & Sons Inc
ISSN： 0947-6539
Source： CHEMISTRY - A EUROPEAN JOURNAL, Vol.21, Iss.15, 2015-04, pp. : 5946-5953
Disclaimer: Any content in publications that violate the sovereignty, the constitution or regulations of the PRC is not accepted or approved by CNPIEC.
Abstract
The radical nature of iron‐catalyzed cross‐coupling between Grignard reagents and alkyl halides has been studied by using a combination of competitive kinetic experiments and DFT calculations. In contrast to the corresponding coupling with aryl halides, which commences through a classical two‐electron oxidative addition/reductive elimination sequence, the presented data suggest that alkyl halides react through an atom‐transfer‐initiated radical pathway. Furthermore, a general iodine‐based quenching methodology was developed to enable the determination of highly accurate concentrations of Grignard reagents, a capability that facilitates and increases the information output of kinetic investigations based on these substrates.
Related content
Iron‐Catalyzed Cross‐Coupling of Alkenyl Acetates
ANGEWANDTE CHEMIE, Vol. 127, Iss. 36, 2015-09 ,pp. :
Access to resources
Recommend
Iron‐Catalyzed Cross‐Coupling of Alkenyl Acetates
ANGEWANDTE CHEMIE INTERNATIONAL EDITION, Vol. 54, Iss. 36, 2015-09 ,pp. :