Synthesis of a [2]catenane with functionalities and 87-membered rings

Authors
Citation
O. Unsal et A. Godt, Synthesis of a [2]catenane with functionalities and 87-membered rings, CHEM-EUR J, 5(6), 1999, pp. 1728-1733
Citations number
39
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
5
Issue
6
Year of publication
1999
Pages
1728 - 1733
Database
ISI
SICI code
0947-6539(199906)5:6<1728:SOA[WF>2.0.ZU;2-C
Abstract
This paper describes the efficient synthesis of a [2]catenane with 87-membe red rings and with functionalities that should enable the preparation of a poly[2]catenane. For the ring formation, the oxidative dimerization of acet ylenes was used. The entwinement of the rings was achieved with the help of diphenylcarbonate as a covalent template. The structure of [2]catenane 6 w as unambiguously proven by NMR spectroscopy. mass spectrometry, and a compa rison of the size exclusion chromatograms of starting materials, synthetic intermediates and products.