Heteroditopic Rebek's Imide Directs the Reactivity of Homoditopic Olefins within Desolvated Quaternary Assemblies in the Solid State

Heteroditopic Rebek's Imide Directs the Reactivity of Homoditopic Olefins within Desolvated Quaternary Assemblies in the Solid State

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 (s...

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Veröffentlicht in:Angewandte Chemie International Edition 2006-01, Vol.45 (4), p.646-650
Hauptverfasser: Varshney, Dushyant B., Gao, Xiuchun, Friščić, Tomislav, MacGillivray, Leonard R.
Format: Artikel
Sprache:eng
Schlagworte:
cycloaddition
receptors
self-assembly
solid-state reactions
topochemistry
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200502294