| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5277612 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
An aprotic polar solvent such as N-methylpyrrolidone (NMP) promoted the thermal decomposition of bicyclic dioxetane bearing a 4-(benzothiazol-2-yl)-3-hydroxyphenyl moiety 1 without the addition of any base. This solvent-promoted decomposition (SPD) gave light as effectively as the base-induced decomposition (BID) in an aprotic polar solvent. SPD caused intramolecular CT-induced chemiluminescence similar to BID, but, in contrast to BID, SPD proceeded through a pathway with a large negative entropy of activation. Dioxetane 1 was also shown to give light due to excited state intramolecular proton transfer (ESIPT) upon heating in p-xylene.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Masakatsu Matsumoto, Masatoshi Tanimura, Taichi Akimoto, Nobuko Watanabe, Hisako K. Ijuin,