Issue 46, 2012
From the journal:

Organic & Biomolecular Chemistry

Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities†

Murthy V. S. N. Maddipatla,*a   Mahesh Pattabiraman,a   Arunkumar Natarajan,a   Karan Srivastav,a   Joel T. Magueb  and  V. Ramamurthy*a  

* Corresponding authors

a University of Miami, Coral Gables, FL-33155, USA
E-mail: msriram@uakron.edu

b Tulane University, New Orleans, LA-70118, USA

Abstract

The cucurbit[8]uril (CB8) templation strategy that is known to yield stereoselective photodimers of organic olefins has been extended to substituted butadienes. By virtue of its strong binding interactions with guests the rigid cavity of CB8 is capable of preorienting the diene guests to result in greater yields of stereoselective photodimers upon irradiation. The symmetry of the butadiene monomers influences the relative arrangement of the monomers in complexes leading to the observed product selectivity.

Graphical abstract: Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities

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Article information

DOI
https://doi.org/10.1039/C2OB26743H
Article type
Paper
Submitted
05 Sep 2012
Accepted
08 Oct 2012
First published
29 Oct 2012

Org. Biomol. Chem., 2012,10, 9219-9222

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Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities

M. V. S. N. Maddipatla, M. Pattabiraman, A. Natarajan, K. Srivastav, J. T. Mague and V. Ramamurthy, Org. Biomol. Chem., 2012, 10, 9219 DOI: 10.1039/C2OB26743H

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