Catalytic Cyclophanes. Part IX. A Thiazolio??cyclophane as Model for Pyruvate Oxidase and One??Pot Synthesis of Aromatic Esters by Electrochemical Oxidation of …

SW Tam??Chang, L Jimenez…

Index: Tam-Chang, Suk-Wah; Jimenez, Leslie; Diederich, Francois Helvetica Chimica Acta, 1993 , vol. 76, p. 2616 - 2639

Full Text: HTML

Citation Number: 20

Abstract

Abstract Macrocycle 3 with a hydrophobic cavity and an appended thiazolium ring is prepared following a novel synthetic sequence to monofunctionalized cyclophanes. Although the thiazolium ring of 3 prefers to be located in the cyclophane cavity, it could be displaced with low energetic costs by benzene and naphthalene guests which form stable 1: 1 inclusion complexes with 3 in protic solvents. Initial rate studies show that 3 is a pyruvate ...