We are grateful to the National Science Foundation (CAREER Award, L.R.M., DMR-0133138) for funding. Acknowledgement is also made to the Research Corporation (Research Innovation Award) for financial support.
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Communication
Heteroditopic Rebek's Imide Directs the Reactivity of Homoditopic Olefins within Desolvated Quaternary Assemblies in the Solid State†
Article first published online: 19 DEC 2005
DOI: 10.1002/anie.200502294
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Varshney, D. B., Gao, X., Friščić, T. and MacGillivray, L. R. (2006), Heteroditopic Rebek's Imide Directs the Reactivity of Homoditopic Olefins within Desolvated Quaternary Assemblies in the Solid State. Angewandte Chemie International Edition, 45: 646–650. doi: 10.1002/anie.200502294
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Publication History
- Issue published online: 11 JAN 2006
- Article first published online: 19 DEC 2005
- Manuscript Received: 30 JUN 2005
Keywords:
- cycloaddition;
- receptors;
- self-assembly;
- solid-state reactions;
- topochemistry
Graphical Abstract
A rare single crystal to single crystal transformation leads to a [2+2] photodimerization of homoditopic olefins (trans-1,2-bis(4-pyridyl)ethylene) assembled and preorganized within hydrogen-bonded quaternary complexes by using Rebek's imide. In this way a rctt-tetrakis(4-pyridyl)cyclobutane (see picture) was obtained stereospecifically in up to 100 % yield.