1409976-56-2Relevant articles and documents
Synthesis and chiroptical properties of arylimines of cholest-4-ene-3,6- dione
Geng, Xin,Mague, Joel T.,Pascal, Robert A.
, p. 10920 - 10924 (2012)
In the hope of generating a new class of materials with large optical rotations, various arylamines were condensed with cholest-4-ene-3,6-dione (2) to give 3-arylimino steroids. These compounds possess moderately high specific rotations ([α]D ~300a-800) and strong circular dichroism. One such derivative, 3-(4-methoxyphenylimino)cholest-4-en-6-one (3), crystallizes as the (E)-imine and upon dissolution undergoes mutarotation to an equilibrium mixture of (E)-and (Z)-isomers with a half-life of approximately 1 h at room temperature, as judged by both NMR spectroscopy and polarimetry.