Fullerene offers a wide variety of applications in material science, superconducting material, solar cell, photosensitizer for singlet oxygen generation etc. But fullerene extracts obtained from fullerene shoot lack their real application due to poor solubility in common solvents and difficulty in purification. Common purification techniques include controlled sublimation of the carbon shoot, extraction with organic solvents, and crystallization. But all these methods are very tedious, expensive, and time-consuming. Encapsulation of fullerene1 in a suitable host2 is an important approach to address these issues. We present a new Pd6 barrel (1), which is composed of three 1,4-dihydropyrrolo[3,2-b]pyrrole panels, clipped through six cis-Pd(II) acceptors.3 Large open windows and cavity make it an efficient host for large guest. Interestingly, favorable interaction between the ligand and fullerene (C60 and C70), allows the barrel to encapsulate fullerene efficiently. Thorough investigation reveals that, barrel 1 has stronger binding affinity towards C70 over C60 which leads to the predominant extraction of C70 from their mixture. Finally, the fullerene encapsulated barrels C60⊂1 and C70⊂1 were found to be efficient for visible light induced singlet oxygen generation. Such preferential binding of C70 and photosensitizing ability of C60⊂1 and C70⊂1 are noteworthy.

A Self-Assembled Pd (II) Barrel for Binding of Fullerenes, and Photosensitization Ability of the Fullerene Encapsulated Barrel

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27th CRSI National Symposium in Chemistry

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