Z-isomerization of retinoids through combination of monochromatic photoisomerization and metal catalysis.

ABSTRACT: Catalytic Z-isomerization of retinoids to their thermodynamically less stable Z-isomer remains a challenge. In this report, we present a photochemical approach for the catalytic Z-isomerization of retinoids using monochromatic wavelength UV irradiation treatment. We have developed a straightforward approach for the synthesis of Z-retinoids in high yield, overcoming common obstacles normally associated with their synthesis. Calculations based on density functional theory (DFT) have allowed us to correlate the experimentally observed Z-isomer distribution of retinoids with the energies of chemically important intermediates, which include ground- and excited-state potential energy surfaces. We also demonstrate the application of the current method by synthesizing gram-scale quantities of 9-ci

SUBMITTER: Kahremany S 

PROVIDER: S-EPMC6739180 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature