Synthesis of Two 2,2′-Bipyridine Containing Macrocycles for the Preparation of Interlocked Architectures*
Jacob Whittaker A , Suresh Moorthy A , Jonathan Cremers B , Jason R. Price C , John C. McMurtrie D and Jack K. Clegg A E
+ Author Affiliations
- Author Affiliations
A School of Chemistry and Molecular Biosciences, The University of Queensland, St Lucia, Qld 4072, Australia.
B Department of Chemistry, The University of Oxford, Chemistry Research Laboratory Mansfield Road, Oxford OX1 3TA, UK.
C The Australian Synchrotron, 800 Blackburn Rd, Clayton, Vic. 3168, Australia.
D School of Chemistry, Physics and Mechanical Engineering, Faculty of Science and Engineering, Queensland University of Technology, GPO Box 2434, Brisbane, Qld 4001, Australia.
E Corresponding author. Email: j.clegg@uq.edu.au
Australian Journal of Chemistry 70(5) 588-593 https://doi.org/10.1071/CH16710
Submitted: 13 December 2016 Accepted: 20 January 2017 Published: 13 February 2017
Abstract
The synthesis and characterisation of two 28-membered, 2,2′-bipyridine-containing macrocycles in high yield is reported. The first imine-containing macrocycle was formed via a Williamson ether synthesis and showed no evidence of higher oligomer formation. Reduction of the imines with sodium borohydride produced the second macrocycle quantitatively.
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