Chiral recognition by sulfoxides. Induced circular dichroism from symmetric MESOBILIRUBIN (cas 16568-56-2) analogs
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Add time:08/12/2019 Source:sciencedirect.com
Symmetric analogs of MESOBILIRUBIN (cas 16568-56-2)-XIIIα, with propionic acid groups shortened and lengthened, exhibit induced circular dichroism (ICD) in CH2Cl2 solvent with excess S-(−)-methyl-p-tolylsulfoxide. The dimethyl esters of mesobilirubins with acetic, propionic, butyric, valeric and caproic acid chains at C-8 and C-12 all give essentially the same bisignate ICD, with Δϵmax420 ⋍ +13, Δϵmax376 ⋍ −10. However, the bisignate ICD of the free acids varies from Δϵmax436 = −11, Δϵmax393 = +6 to Δϵmax425 = +14, Δϵmax379 = −11 according to the length of the alkanoic acid chains.
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