Supramolecular Photocatalysis by Utilizing the Host–Guest Charge‐Transfer Interaction: Visible‐Light‐Induced Generation of Triplet Anthracenes for [4+2] Cycloaddition Reactions
Tatsuhiro Uchikura, Mari Oshima, Minami Kawasaki, Kohei Takahashi, Nobuharu Iwasawa
Abstract
Abstract Supramolecular photocatalysis via charge‐transfer excitation of a host–guest complex was developed by use of the macrocyclic boronic ester [2+2] BTH‐F containing highly electron‐deficient difluorobenzothiadiazole moieties. In the presence of a catalytic amount of [2+2] BTH‐F , the triplet excited state of anthracene was generated from the charge‐transfer excited state of anthracene@[2+2] BTH‐F by visible‐light irradiation, and cycloaddition of the excited anthracene with several dienes and alkenes proceeded in a [4+2] manner in high yields.
Topics & Concepts
AnthracenePhotochemistryCycloadditionExcited stateChemistryPhotocatalysisSupramolecular chemistryElectron transferVisible spectrumTriplet stateCatalysisCrystal structureMaterials scienceOrganic chemistryMoleculeOptoelectronicsPhysicsNuclear physicsRadical Photochemical ReactionsFluorine in Organic Chemistry