The Journal of organic chemistry

4-Substituted 1-Acyloxypyridine-2 (1 H)-thiones: Experimental and Computational Studies of the Substituent Effect on Electronic Absorption Spectra†

A Jankowiak, P Kaszynski

Index: Jankowiak, Aleksandra; Kaszynski, Piotr Journal of Organic Chemistry, 2009 , vol. 74, # 19 p. 7441 - 7448

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Citation Number: 9

Abstract

A series of eight 4-substituted 1-(adamantane-1-carbonyloxy) pyridine-2 (1 H)-thiones (1, X= H, OC7H15, Me, CF3, SC3H7, CN, COOMe, and Cl) was prepared and characterized by UV− vis spectroscopy in MeCN and cyclohexane. The observed lowest energy transition, designated as πCS→ π* ring, exhibits a substantial substituent effect and λmax ranges from 333 (X= OC7H15) to 415 nm (X= CN). Experimental λmax values for all esters except for ...