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pH-Sensitive exciton chirality chromophore. Solvatochromic effects on circular dichroism spectra

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Volume
7
Issue
10
Identifiers
DOI: 10.1016/0957-4166(96)00372-2

Abstract

Abstract Diesters (1 and 3) of (1S,2S) and (1R,2R)-cyclohexanediol and diamides (2 and 4) of (1S,2S) and (1R,2R)-diaminocyclohexane with p-hydroxycinnamic acid exhibit intense bisignate circular dichroism spectra in CH3OH: 1 Δɛ +55 (323 nm), −34 (287 nm); 2 Δɛ +75 (318 nm), −55 (281 nm) and in (CH3)2SO: 1 Δɛ +53 (328 nm), −33 (292 nm); 2 Δɛ +65 (319 nm), −50 (280 nm). Added NaOH causes a bathochromic shift of ∼50 nm in CH3OH and ∼80 – 90 nm in (CH3)2SO.

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