Affiliation:
1. Department of Chemistry, Kurukshetra University, Kurukshetra-136119, Haryana, India
Abstract
AbstractThe effect on photochemical transformations of the substituents present remotely from the reaction site in 3-benzyloxy-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones has been determined. The structure(s) of the substrates and photoproducts were established by spectroscopic techniques (UV, IR, and NMR). The substituents had profound effects on product yield and distribution. Electron withdrawing groups (EWGs) on the benzenoid moiety of the chromenone nucleus increased the yield of the photoproducts whereas electron donating groups (EDGs) decreased the yield. These results may be attributed to “state switching” of the substituents during excitation.
Subject
Materials Chemistry,General Chemistry
Reference80 articles.
1. Sequential Norrish Type II Photoelimination and Intramolecular Aldol Cyclization of 1,2-Diketones in Carbohydrate Systems: Stereoselective Synthesis of Cyclopentitols;Angew. Chem. Int. Ed.,2008
2. Photochemistry of chromones: photoreorganisation of 3-alkoxy-2-thienyl-4-oxo-4 H-1-benzopyrans;J. Chem. Soc., Perkin Trans.,1999
3. Isoflavonoid Constituents of the Heartwood of Cordyla Africana;J. Chem. Soc., Chem. Commun.,1965
4. Synthesis of oxygen analogs of the penicillins. I. Photocyclization of 2-oxoamides to 3-carbomethoxy-6-hydroxypenams;Tetrahedron lett.,1973
Cited by
1 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献