Category: catalyst-ligand. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Circular dichroism (CD) of marmelo lactones and the effect of the unsaturation at C-5 on the Cotton effect of γ-lactone. Author is Nishida, Yoshihiro; Konno, Toshio; Ohrui, Hiroshi; Meguro, Hiroshi.
The CD of the (+)-marmelo lactone A (I) and the (+)-marmelo lactone B (II) had distinct cotton effects at 217 nm (n→π*) and 230∼235 nm (π→π*). The sign of the 217 nm bond is opposite to that of the saturated lactones III (R = CH2OH, CH2CH2CHMe2, CH2I), is independent of the C(2) configuration and the θ are higher than those of saturated lactones which indicate the formation of inherently dissym. chromophores between a lactone CO group and a C(5) double bond. This is substantiated by the CD of III (R = CO2H, CO2Et, cis-CH:CHCMe:CH2, trans-CH:CHCMe:CH2) and is not explicable based on exciton theory. Empirically the Cotton effect sign associated with n→π* transitions for the absolute configuration at C(4) of γ-lactones with a double bond at C(5) is pos. for the (4S) lactone and neg. for the (4R) lactone.
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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI