Avijit Sen - Shape-selective discrimination of small organic molecules

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      Publication Details (including relevant citation   information):

            Author(s): Sen A,         Suslick KS     
            Source: JOURNAL OF THE AMERICAN CHEMICAL         SOCIETY    Volume: 122            Issue: 46    Pages:         11565-11566    Published: 2000       


      We report here the synthesis, characterization, and remarkable   shape-selective ligation of silyl ether−metalloporphyrin   scaffolds derived from the reaction of   5,10,15,20-tetrakis(2‘,6‘-dihydroxyphenyl)porphyrinatozinc(II)   with tert-butyldimethylsilyl chloride, whereby the two   faces of the Zn(II) porphyrin were protected with six, seven, or   eight siloxyl groups. This results in a set of three porphyrins   of nearly similar electronics but with different steric   encumbrance around the central metal atom present in the   porphyrin. Ligation to Zn by classes of different sized ligands   reveals shape selectivities as large as 107.

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