Kinetics of H· Transfer from CpCr(CO)₃H to Various Enamides: Application to Construction of Pyrrolidines.

ABSTRACT: The rate constants k_H (k_D) have been determined at 27 °C for H· (D·) transfer from CpCr(CO)₃H(D) to the C=C bonds of various enamides. This process leads to the formation of α-amino radicals. Vinyl enamides with N-alkyl and N-phenyl substituents have proven to be good H· acceptors, with rate constants close to those of styrene and methyl methacrylate. A methyl substituent on the incipient radical site decreases k_H by a factor of 4; a methyl substituent on the carbon that will receive the H· decreases k_H by a factor of 380. The measured k_H values indicate that these α-amino radicals can be used for the cyclization of enamides to pyrrolidines. A vanadium hydride, HV(CO)₄

SUBMITTER: Li G 

PROVIDER: S-EPMC10751771 | biostudies-literature | 2023 Dec

REPOSITORIES: biostudies-literature