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Synlett 2017; 28(02): 235-238
DOI: 10.1055/s-0036-1588897
DOI: 10.1055/s-0036-1588897
letter
Aerobic Stereoselective Oxidation of Olefins on a Visible-Light-Irradiated Titanium Dioxide–Cobalt–Ascorbic Acid Nanohybrid
Further Information
Publication History
Received: 09 September 2016
Accepted after revision: 20 September 2016
Publication Date:
11 October 2016 (online)
Abstract
A visible-light-driven photocatalytically active nanocrystalline TiO2 was prepared by surface modification with a cobalt–ascorbic acid complex. The photocatalyst exhibited high activity and excellent chemo-, diastereo-, and stereoselectivities in the aerobic epoxidation of olefins under visible-light irradiation in the absence of a reducing agent. The catalyst proved efficient and could be recycled at least five times.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588897.
- Supporting Information
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- 11 Typical Procedure and Reusability of Catalyst: To a mixture of norbornene (1 mmol) and TiO2/AA/Co nanohybrid (0.2 mol%) in EtOAc (1 mL) was added NHPI (15 mol%, 0.024 g) and the reaction mixture was stirred under 1 atm O2 (5−7 mL/min) and visible light at 60 °C for 4 h. After completion of the reaction, TiO2/AA/Co nanohybrid was separated by centrifugation followed by decantation (3 × 5 mL EtOAc). The isolated solid-phase TiO2/AA/Co nanohybrid was washed with EtOH then dried under reduced pressure and reused for the next run.