Tuning the Cavity Size of a Host Employing an Anthracene Based Photoswitchable System

Baburaj, Sruthy (2018) Tuning the Cavity Size of a Host Employing an Anthracene Based Photoswitchable System. Masters thesis, Indian Institute of Science Education and Research Kolkata.

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Abstract

Tuning the cavity size of the host molecule and controlling the binding affinity with guest has significant application interest in the science community. We synthesize a bisanthracene-based photoswitchable system tethered with a methyl 1,3-dimethoxybenzoate, where the cavity size of the host was tuned by light upon a [4+4] cycloaddition of the two anthracene moieties. The system was characterized by spectroscopic methods. Photocyclization of the anthracene moieties not only shrinks the cavity size but also modifies the electronic environment of the molecule significantly. Thus, the binding ability of guest molecule was controlled by our photoswitchable host molecule. The [4+4] cycloaddition of anthracene is photochemically reversible and our system can therefore be a reversible photoswitchable system.

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