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Updated: Jul 8, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Highly efficient cucurbit[8]uril-templated intramolecular photocycloaddition of 2-naphthalene-labeled poly(ethylene
Xiao-Ling Wu1, Lin Luo, Lei Lei
1Laboratory of Organic Optoelectronic Functional Materials and Molecular Engineering, Technical Institute of Physics and Chemistry & Graduate University, The Chinese Academy of Sciences, Beijing 100080, People's Republic of China.
Abstract:
The photodimerization of water-insoluble 2-naphthalene-labeled poly(ethyl glycol) (N-Pn-N) in cucurbit[8]uril (CB[8]) aqueous solution was investigated. UV-vis, fluorescence, and 1H NMR analysis reveal that CB[8] can encapsulate N-Pn-N to make a stable 1:1 inclusion complex N-Pn-N@CB[8] in aqueous solution. Irradiation of N-Pn-N in the CB[8] aqueous solution results in intramolecular photocycloaddition with remarkable selectivity and efficiency, whereas no photodimer could be detected in host-free solution.
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