Noncovalent Assembly of [2]Rotaxane Architectures

Christopher A Hunter; Caroline M R Low; Martin J Packer; Sharon E Spey; Jeremy G Vinter; Myroslav O Vysotsky; Cristiano Zonta

doi:10.1002/1521-3773(20010716)40:14<2678::AID-ANIE2678>3.0.CO;2-U

Noncovalent Assembly of [2]Rotaxane Architectures

Angew Chem Int Ed Engl. 2001 Jul 16;40(14):2678-2682. doi: 10.1002/1521-3773(20010716)40:14<2678::AID-ANIE2678>3.0.CO;2-U.

Authors

Christopher A Hunter¹, Caroline M R Low², Martin J Packer¹, Sharon E Spey¹, Jeremy G Vinter², Myroslav O Vysotsky¹, Cristiano Zonta¹

Affiliations

¹ Centre for Chemical Biology Krebs Institute for Biomolecular Science Department of Chemistry University of Sheffield Sheffield S3 7HF (UK) Fax: (+44) 114-273-8673.
² James Black Foundation 68 Half Moon Lane, Dulwich London SE24 9JE (UK).

PMID: 29712308
DOI: 10.1002/1521-3773(20010716)40:14<2678::AID-ANIE2678>3.0.CO;2-U

Abstract

Reversible zinc-pyridine coordination and hydrogen-bonding interactions have been used to assemble a [2]rotaxane from three components. Cooperativity in the macrocyclization process that results in the porphyrin dimer makes the system exceptionally stable. However, the kinetic lability of the zinc-porphyrin interaction means the dimer is in dynamic equilibrium with its monomer, and this has been exploited in the construction of a [2]rotaxane.

Keywords: hydrogen bonds; noncovalent interactions; porphyrinoids; rotaxanes; supramolecular chemistry.