期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 42, 页码 12384-12388出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201500740
关键词
chromatic orthogonality; cyclization; heterocycles; olefin metathesis; photochemistry
资金
- Israel Science Foundation
The ability to selectively guide consecutive chemical processes towards a preferred pathway by using light of different frequencies is an appealing concept. Herein we describe the coupling of two photochemical reactions, one the photoisomerization and consequent activation of a sulfur-chelated latent olefin-metathesis catalyst at 350 nm, and the other the photocleavage of a silyl protecting group at 254 nm. Depending on the steric stress exerted by a photoremovable neighboring chemical substituent, we demonstrate the selective formation of either five-or six-membered-ring frameworks by light-triggered ring-closing metathesis. The orthogonality of these light-induced reactions allows the initiation of these processes independently and in interchangeable order, according to the wavelength of light used to promote them.
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