Karthikeyan, S. ; Ramamurthy, V. (2005) Self-assembled coordination cage as a reaction vessel: triplet sensitized [2+ 2] photodimerization of acenaphthylene, and [4+ 4] photodimerization of 9-anthraldehyde Tetrahedron Letters, 46 (26). pp. 4495-4498. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.04.115
Abstract
Inner cavity of Pd-nanocage has been used as a reaction vessel for performing triplet sensitized [2+2] photodimerization of acenaphthylene using water soluble xanthene dyes (Eosin Y and Rose Bengal) as sensitizers, and [4+4] photodimerization of 9-anthraldehyde. Although the [4+4] photodimerization of 9-anthraldehyde gave similar results to solution reaction, the xanthene dye sensitized [2+2] triplet state photodimerization of acenaphthylene encapsulated within Pd-nanocage yielded the syn dimer in quantitative yield. The results obtained from the triplet state [2+2] photodimerization of acenaphthylene within Pd-nanocage is remarkable given the fact that the photodimerization reaction when performed in methanol in the presence of Eosin Y and Rose Bengal gave the syn and anti dimers in the ratio 0.5 and 0.6, respectively. Preaggregation of molecules encapsulated inside Pd-nanocage in a syn fashion seems to be the governing factor for such a behavior.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Pd-nanocage; Regioselectivity; Photodimerization; Acenaphthylene; 9-Anthraldehyde |
| ID Code: | 89994 |
| Deposited On: | 04 May 2012 05:21 |
| Last Modified: | 04 May 2012 05:21 |
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