4.4 Article

Photocyclodimers from Z-ligustilide.: Experimental results and FMO analysis

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 17, Pages 3003-3006

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.03.024

Keywords

Z-ligustilide; riligustilide; photodimerization; theoretical analysis

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The irradiation of the natural phthalide Z-ligustilide (1) gave the natural dimeric phthalide riligustilide (5), and three novel dimeric phthalides 7, 8 and 9. The chemo- and regio-selectivity involved in the formation of the photocyclodimers were analyzed by use of frontier molecular orbital methods and the preference in the formation of 7 was supported by the theoretical analysis. (c) 2005 Elsevier Ltd. All rights reserved.

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