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Conformations of large macrocycles and ring-in-ring complexes


Klosterman, Jeremy K; Veliks, Janis; Frantz, Derik K; Yasui, Yoshizumi; Loepfe, Michael; Zysman-Colman, Eli; Linden, Anthony; Siegel, Jay S (2016). Conformations of large macrocycles and ring-in-ring complexes. Organic Chemistry Frontiers, 3(6):661-666.

Abstract

A kinetically directed, stepwise approach towards molecular Borromean links enabled the isolation and structural characterization of synthetic intermediates along the way. Here we report the synthesis and crystal structures of three flexible macrocyclic intermediates and a new ring-in-ring complex, anchored together through ruthenium(II) centers, which contains open terpyridine caps in the inner Ring II. Terpyridines circumvent the conformational cis/trans limitations of bipyridines and the new ring-in-ring complex forms tetrametallic complexes with Zn(II), Pt(II) and Ru(III) metal ions. Analysis of the four macrocyclic structures provides a good foundation for the conformational flexibility in these complexes and demonstrates the robust applicability of the terpyridine design elements towards the engineered synthesis of ring-in-ring topologies.

Abstract

A kinetically directed, stepwise approach towards molecular Borromean links enabled the isolation and structural characterization of synthetic intermediates along the way. Here we report the synthesis and crystal structures of three flexible macrocyclic intermediates and a new ring-in-ring complex, anchored together through ruthenium(II) centers, which contains open terpyridine caps in the inner Ring II. Terpyridines circumvent the conformational cis/trans limitations of bipyridines and the new ring-in-ring complex forms tetrametallic complexes with Zn(II), Pt(II) and Ru(III) metal ions. Analysis of the four macrocyclic structures provides a good foundation for the conformational flexibility in these complexes and demonstrates the robust applicability of the terpyridine design elements towards the engineered synthesis of ring-in-ring topologies.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Uncontrolled Keywords:macrocyclic complexes
Language:English
Date:2016
Deposited On:08 Sep 2016 12:14
Last Modified:11 Sep 2016 08:01
Publisher:Royal Society of Chemistry
ISSN:2052-4110
Funders:Swiss National Science Foundation
Free access at:Publisher DOI. An embargo period may apply.
Publisher DOI:https://doi.org/10.1039/c6qo00024j

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