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Probing the dimensions of semi-rigid inner functionalised U-shaped bis-porphyrin cavities
Shaun P. Gaynor,Maxwell J. Gunter,Martin R. Johnston,Ronald N. Warrener
Organic & Biomolecular Chemistry Pub Date : 05/04/2006 00:00:00 , DOI:10.1039/B601417H
Abstract

The synthesis of a series of open U-shaped bis-porphyrin cavity molecules is described, with bridged bicyclic backbones to confer rigidity, and a pendant substituted aromatic probe unit suspended on the inside of the cavity. The dimensions and flexibility of the bis-zincporphyrin cavity were probed using several different techniques. Initially the molecular ruler concept was employed, using flexible bidentate ligands as guests with a range of possible linear dimensions. Secondly, NMR methods were employed with rigid bidentate ligand guests of fixed lengths, and thirdly diffusion based NMR methods were utilised. The range of inter-porphyrin distances estimated by these methods suggests that these types of open-cavity systems have a surprising degree of flexibility.

Graphical abstract: Probing the dimensions of semi-rigid inner functionalised U-shaped bis-porphyrin cavities
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