The Lewis Acid Induced Formation of a Stable Diradical with an Intramolecular Ion Pairing State
Jie Wang, Haiyan Cui, Huapeng Ruan, Yu Zhao, Yue Zhao, Li Zhang, Xinping Wang
Abstract
. Its geometry and electronic structure were characterized by single crystal X-ray diffraction, EPR spectroscopy, SQUID measurement, UV/vis spectroscopy, and DFT calculation. It has an open-shell singlet ground state with a thermally excited triplet state. It can be viewed as an intramolecular radical ion pair, and the formation mechanism is proposed as an intramolecular single electron transfer that occurs from the bis(triarylamine) donor fragment to the central dioxophenyl acceptor moiety, induced by the acidic boron atom. This work provides a Lewis acid induced approach to the formation of neutral and cross-conjugated diradicals.
Topics & Concepts
ChemistryDiradicalIntramolecular forcePhotochemistryUnpaired electronSinglet stateAcceptorMoleculeMoietyCrystallographyExcited stateConjugated systemElectron paramagnetic resonanceStereochemistryOrganic chemistryNuclear physicsPolymerCondensed matter physicsNuclear magnetic resonancePhysicsOrganoboron and organosilicon chemistryRadical Photochemical ReactionsSynthesis and Properties of Aromatic Compounds