Diaminoterephthalates: Scaffolds for Combinatorial Chemistry

Abstract

Fluorescent building blocks: Tetracarboxyamides with a central fluorescent diaminoterephthalate unit were prepared from succinyl succinates following a combinatorial-like strategy. The 2,5-diaminoterephthalates (see scheme; PG=protecting group) possess four points of diversification and are introduced as new scaffolds for combinatorial chemistry.2,5-Diaminoterephthalates that possess four points of diversification are introduced as new scaffolds for combinatorial chemistry. A straightforward synthesis of an orthogonally protected platform compound was developed. This platform was transformed by stepwise deprotection and amidation of the two amino and two carboxylic acid moieties into tetra-amides with a central aromatic ring as a fluorescence chromophore.