Narasimha Moorthy, J. ; Mal, Prasenjit ; Natarajan, R. ; Venugopalan, P. (2001) Solid-state photochromism and photoreactivity of o- and p-anisaldehydes. Remarkable stabilization of o-Xylylenols Organic Letters, 3 (10). pp. 1579-1582. ISSN 1523-7060
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol0158720
Related URL: http://dx.doi.org/10.1021/ol0158720
Abstract
All of the crystalline o-anisaldehyde derivatives 1 and 3 change to brick-red color upon brief exposure to UV-vis radiation. The red color, attributed to (E)-xylylenol, is remarkably persistent for hours (ca. 10 h) in the case of 1c; such a long lifetime for the reactive o-xylylenols is unprecedented. In contrast, the p-anisaldehydes 2 undergo cyclization. Solid-state photolysis of 2b affords the benzocyclobutenol 7b regioselectively, which is not accessible from solution-phase photolysis.
Item Type: | Article |
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Source: | Copyright of this article belongs to American Chemical Society. |
ID Code: | 60760 |
Deposited On: | 10 Sep 2011 11:33 |
Last Modified: | 10 Sep 2011 11:33 |
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