Electrophilic Reactivities of Vinyl p-Quinone Methides.

ABSTRACT: The electrophilic reactivity of a series of 8-arylated vinyl p-quinone methides (pVQMs) was determined by analyzing the kinetics of their reactions with carbanions in DMSO at 20 °C according to the linear free energy relationship log k = s_N(N + E). The electrophilicity parameters E for pVQMs were used to successfully predict Michael-additions with structurally diverse C-, N-, S-, and H-nucleophiles.

SUBMITTER: Eitzinger A 

PROVIDER: S-EPMC7091536 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature