Towards our goal of creating controlled geared motion in the solid-state a molecular gear monomer was designed containing a rotator group capped by diporphyrin units that can be coordinated to bidentate ligands thereby creating the target molecular gear. Crystallization with several bidentate ligands will determine the ideal ligand length for coordination. Since ligand length determines the distance between rotator units, an ideal ligand allows for correlated motions of the rotator units within the crystalline solid. Dyad synthesis was done with a convergent pathway that allows for modification of the rotator unit. While several porphyrins have been attempted, the porphyrin presented here was chosen because it can be separated from non-desirable porphyrins in the initial synthesis with relative ease. Herein we describe the synthesis of an anthracene rotator capped by zinc 5,10,15-tris(4-carbomethoxyphenyl)-20-(4-(trimethylsilyl)ethynylphenyl)porphyrin and the initial attempts to crystallize this material with bidentate ligands. Figure 1. <img src='https://acs-archive-assets2.s3.amazonaws.com/241nm/uploads/71217_aziridine-acs2.jpg' alt='' />

Molecular rotors: Gearing up for the future

245th National Meeting (2013)

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