4.8 Article

Dual Selectivity Expressed in [2+2+1] Dynamic Clipping of Unsymmetrical [2]Catenanes

Journal

ORGANIC LETTERS
Volume 12, Issue 7, Pages 1528-1531

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100215c

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Funding

  1. Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy [DE-AC02-05, CH11231]

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A pi-templated dynamic [2 + 2 + 1] Clipping protocol Is established for the synthesis of [2]catenanes from two parts dialdehyde, two parts diamine, and one part tetracationic cyclophane. It is further diversified for the selective formation of an unsymmetrical [2]catenane showing great translational selectivity by employing two different dialdehydes in a one-pot reaction. The dual selectivity and the dynamic nature are verified by H-1 NMR spectroscopy, X-ray single-crystal structural studies, and exchange experiments.

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