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J Am Chem Soc. 2015 Sep 23;137(37):11916-9. doi: 10.1021/jacs.5b08008. Epub 2015 Sep 10.

A Pd8 Tetrafacial Molecular Barrel as Carrier for Water Insoluble Fluorophore.

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Department of Inorganic and Physical Chemistry and ‡Department of Biochemistry, Indian Institute of Science , Bangalore 560012, India.


A new carbazole-based tetraimidazole ligand 1,3,6,8-tetra(1H-imidazol-1-yl)-9-methyl-9H-carbazole (L) has been synthesized. The unsymmetrical nature of L as well as the rotational freedom of imidazole donor moieties around C-N bond make it a special building unit, which upon treatment with cis-(tmeda)Pd(NO3)2 produced an unprecedented single linkage-isomeric Pd8 tetrafacial molecular nanobarrel (PSMBR-1) [tmeda = N,N,N',N'-tetramethylethane-1,2-diamine]. Unlike closed architectures, open barrel architecture of water-soluble PSMBR-1 makes it an ideal host for some water insoluble polyaromatic hydrocarbons in aqueous medium; one such inclusion complex coronene⊂PSMBR-1 was characterized by X-ray diffraction study. Moreover, the potential application of PSMBR-1 as carrier in aqueous medium for the transportation of water insoluble fluorophore (perylene) for live cell imaging is explored.

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