Circular dichroism of saturated chiral alcohols

Abstract

Chiral alcohols give significant Cotton effects absorption maximum above 200 nm, and consequently aliphatic alcohols have been used extensively as solvents for the study of 0.r.d. and c.d. In addition, it has been possible to disregard the presence of hydroxy substituents in work with compounds containing other chromophores between 185 and 198 nm. COMPOUNDS containing hydroxy groups as the only substituent on a saturated hydrocarbon skeleton, show no

Incorporation of naphthalene and tetrahydrofuran during the reductive alkylation of Illinois No. 6 coal

“…Little is conclusively known about the preferred conformations of pinanols,1 although these conformations govern the direction of certain reactions2"5 and modulate the circular dichroism of the far-ultraviolet hydroxylcentered ff*/3s<-n transitions6 reported by Kirk et al 7 We propose to study (cf. Figure 1) the conformational stability of the methylnopinols I and II, isopinocampheol (III), and neoisopinocampheol (IV).…”

Computational Approaches and Use of Chiroptical Probes in the Absolute Configuration Assignment to Natural Products by ECD Spectroscopy: A 1,2,3-Trihydroxy-p-menthane as a Case Study

“…Even if the noise of the solvent absorption partly interferes with this signal at shorter wavelengths and does not allow its clear detection, it can be reasonably attributed to a genuine ECD band allied to the n-σ* transitions of the triol hydroxy groups. In fact, chiral hydroxy terpenes were reported to display ECD spectra in solution with a single Cotton effect with a maximum in the 185-190 nm range [57,58].…”

Conformational analysis of pinanols

“…Little is conclusively known about the preferred conformations of pinanols,1 although these conformations govern the direction of certain reactions2"5 and modulate the circular dichroism of the far-ultraviolet hydroxylcentered ff*/3s<-n transitions6 reported by Kirk et al 7 We propose to study (cf. Figure 1) the conformational stability of the methylnopinols I and II, isopinocampheol (III), and neoisopinocampheol (IV).…”