captodative effect

Effect on the stability of a carbon-centred radical determined by the combined action of a captor (electron withdrawing) and a dative (electron releasing) substituent, both attached to the radical centre. The term is also used for certain unsaturated compounds.
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1092