Stilbene-bridged tert-butylcalix[4]arene as photoswitchable molecular receptors
Rojrit Rojanathanes1, Thawatchai Tuntulani, Worawan Bhanthumnavin
1Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phyathai Rd., Pathumwan, Bangkok 10330, Thailand.
Abstract:
Using a designed control of conformations of tert-butylcalix[4]arene between cone and pinched cone, a highly selective receptor for small electron-deficient molecules with photoswitching binding ability was attained. [reaction: see text]
Related Concept Videos
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Thermal and Photochemical Electrocyclic Reactions: Overview
Woodward–Hoffmann Selection Rules and Microscopic Reversibility

