Accelerated photochemical reactions at oil-water interface exploiting melting point depression

Tian, Ya-Ming and Silva, Wagner and Gschwind, Ruth M. and Koenig, Burkhard (2024) Accelerated photochemical reactions at oil-water interface exploiting melting point depression. SCIENCE, 383 (6684). pp. 750-756. ISSN 0036-8075, 1095-9203

Full text not available from this repository.

Abstract

Water can accelerate a variety of organic reactions far beyond the rates observed in classical organic solvents. However, using pure water as a solvent introduces solubility constraints that have limited the applicability of efficient photochemistry in particular. We report here the formation of aggregates between pairs of arenes, heteroarenes, enamines, or esters with different electron affinities in an aqueous medium, leading to an oil-water phase boundary through substrate melting point depression. The active hydrogen atoms in the reactants engage in hydrogen bonds with water, thereby accelerating photochemical reactions. This methodology realizes appealingly simple conditions for aqueous coupling reactions of complex solid molecules, including complex drug molecules that are poorly soluble in water.

Item Type: Article
Uncontrolled Keywords: ORGANIC-REACTIONS; CHEMICAL-SHIFTS; SPECTROSCOPY; AMINATION; HETEROCYCLES; ORIENTATION; ALKYLATION; COMPLEXES; DISCOVERY; CHEMISTRY
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Ruth Gschwind
Depositing User: Dr. Gernot Deinzer
Date Deposited: 10 Dec 2025 07:01
Last Modified: 10 Dec 2025 07:01
URI: https://pred.uni-regensburg.de/id/eprint/63753

Actions (login required)

View Item View Item