ChemInform Abstract: Transannular Deactivation in Tetrafluoro(2.2)paracyclophane. Electrophilic Reactivity of Its Open-Chain Analogue.
Abstract
Acetylation of (IV), an open-chain analogue of 4,5,7,8-tetrafluoro-(2.2)paracyclophane (VII), proceeds in contrast to (VII) only at the phenyl ring.
ChemInform Abstract
Acetylation of (IV), an open-chain analogue of 4,5,7,8-tetrafluoro-(2.2)paracyclophane (VII), proceeds in contrast to (VII) only at the phenyl ring. This proves the suggestion that the inactivity of (VII) towards electrophilic reactions is due to transannular withdrawal of π-electron density from the phenyl ring.