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A Self‐Assembled Palladium(II) Barrel for Binding of Fullerenes and Photosensitization Ability of the Fullerene‐Encapsulated Barrel
Author(s) -
Purba Prioti Choudhury,
Maity Manoranjan,
Bhattacharyya Soumalya,
Mukherjee Partha Sarathi
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202103822
Subject(s) - fullerene , barrel (horology) , porphyrin , chemistry , palladium , solubility , singlet oxygen , fullerene chemistry , ligand (biochemistry) , aqueous solution , photochemistry , combinatorial chemistry , materials science , organic chemistry , oxygen , catalysis , biochemistry , receptor , composite material
Abstract Fullerene extracts obtained from fullerene soot lack their real application due to their poor solubility in common solvents and difficulty in purification. Encapsulation of these extracts in a suitable host is an important approach to address these issues. We present a new Pd 6 barrel ( 1 ), which is composed of three 1,4‐dihydropyrrolo[3,2‐b]pyrrole panels, clipped through six cis ‐Pd II acceptors. Large open windows and cavity make it an efficient host for a large guest. Favorable interactions between the ligand and fullerene (C 60 and C 70 ) allows the barrel to encapsulate fullerene efficiently. Thorough investigation reveals that barrel 1 has a stronger binding affinity towards C 70 over C 60 , resulting in the predominant extraction of C 70 from a mixture of the two. Finally, the fullerene encapsulated barrels C 60 ⊂ 1 and C 70 ⊂ 1 were found to be efficient for visible‐light‐induced singlet oxygen generation. Such preferential binding of C 70 and photosensitizing ability of C 60 ⊂ 1 and C 70 ⊂ 1 are noteworthy.