A Regiocontrolled `Head-to-Tail' [2+2] Photodimerization of a Stilbene involving a Ternary Solid based on Catechol

Scientific publication - Journal Article uoadl:2928547 43 Read counter

Unit:
Department of Chemistry
Title:
A Regiocontrolled `Head-to-Tail' [2+2] Photodimerization of a Stilbene involving a Ternary Solid based on Catechol
Languages of Item:
English
Abstract:
Co-crystallization of 1,2-dihydroxybenzene (cat) with trans-1-(2-pyridyl)-2-(4-pyridyl)ethylene (2,4-bpe) gives a layered ternary solid, (cat)·(2,4-bpe)·(H2O) 1, with molecular components held together by a combination of O–H⋯N and O–H⋯O forces wherein 2,4-bpe is organized for a ‘head-to-tail’ (ht) [2+2] photocyclodimerization. UV-irradiation of the solid produces rctt-1,3-bis(2-pyridyl)-2,4-bis(4-pyridyl)cyclobutane [rctt-(2,4-tpcb-ht)] in quantitative yield. The structure of rctt-(2,4-tpcb-ht), in the form of crystalline rctt-(2,4-tpcb-ht)·1.5(H2O), has been confirmed by way of single-crystal X-ray diffraction.
Publication year:
2002
Authors:
Giannis S. Papaefstathiou
Tomislav Friščic
Leonard R. MacGillivray
Journal:
Journal of Supramolecular Chemistry
Publisher:
ELSEVIER BV
Volume:
2
Number:
1-3
Pages:
227--231
Keywords:
linear templates, photodimerization
Main subject category:
Science
DOI:
10.1016/s1472-7862(03)00077-7
The digital material of the item is not available.