Tetrahedron Letters

Improved synthesis of a C 3-symmetrical pyridinophane

C Nolan, T Gunnlaugsson

Index: Nolan, Claire; Gunnlaugsson, Thorfinnur Tetrahedron Letters, 2008 , vol. 49, # 12 p. 1993 - 1996

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Citation Number: 6

Abstract

The formation of the C3-symmetrical 2, 11, 20-triaza [3.3. 3](2, 6) pyridinophane 1 was undertaken with the aim of improving the synthesis of this highly desirable macrocycle, with the future aim of functionalizing 1 with amide pendent arms for the recognition of lanthanide ions. The synthesis of 1 involves the stepwise transformation of pyridine-2, 6-dicarboxylic acid into two key intermediates; N, N-bis [(6-hydroxymethyl) pyridin-2-yl]-p-tosylamide 7 ...