Ryan Mcculla

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Organization: Saint Louis University
Department: Department of Chemistry
Title:
Co-reporter:William D. Rouch, Miao Zhang, Ryan D. McCulla
Tetrahedron Letters 2012 Volume 53(Issue 37) pp:4942-4945
Publication Date(Web):12 September 2012
DOI:10.1016/j.tetlet.2012.06.144
The conjugated polymer poly-(p)-phenylene (PPP) was synthesized and used as a photoredox catalyst to promote pinacol coupling of aryl-aldehydes with visible light. The reaction required the use of a sacrificial electron donor (Et3N), and was accelerated by the addition of Lewis and Brønsted acids. A distinct advantage of this photocatalytic system is the robust nature of the system, which is not overly sensitive to impurities, oxygen, or temperature, and proceeds cleanly with few side reactions. As a comparison with the PPP system, the reactivity of Ru(bpy)3Cl2, a popular photoredox catalyst was compared. The PPP system was superior to the Ru(bpy)3Cl2 for the pinacol couplings in both rate and yield.
DIBENZOTHIOPHENE, 4-CHLORO-, 5-OXIDE
Dibenzothiophene, 4-methyl-, 5-oxide
Dibenzothiophene, 1-nitro-
Dibenzothiophene-1-ol, acetate
Dibenzothiophene, 4,6-dimethyl-, 5-oxide
Dibenzothiophene, 2,8-dimethyl-, 5-oxide
4,6-Dibenzothiophenedicarboxaldehyde
2-FLUORODIBENZOTHIOPHENE
Dibenzothiophene, 2,8-difluoro-, 5-oxide
Dibenzothiophene, 1-chloro-