Our featured scholars this week are from the Chemistry Department at Murray State University. The article, “Synthesis and Electro-Optical Evaluation of 2,6-Bis(arylethynyl)anthraxquinones,” was co-written by graduate students Anusha Tumuluri, Bhanupriya Khanna, Ammar Altalib and Dr. Kevin D. Revell (the Assistant Dean of the Jesse D. Jones College of Science, Engineering and Technology). Their paper is in the January 2015 issue of Letters in Organic Chemistry.
A series of 2,6-bis(arylethynyl)anthraquinones was prepared via double Sonogashira coupling to 2,6-diiodoanthraquinone, and characterized with regard to their optical and electronic properties. Substitution with a derivatized phenylethynyl group produced a lambda(onset) of 366 nm (E-g = 3.4 eV), but the more highly conjugated 2,6-bis(9′-anthracylethynyl)anthraquinones exhibited a lambda(onset) of approximately 540 nm (E-g = 2.3 eV). Poor solubility in the unsubstituted 9′-anthracylethynyl system hampered complete characterization or purification, but the 10′-hexanoylanthrac-9′-ylethynyl analog exhibited significantly better solubility. The preparation of several other functionalized derivatives was also explored, and key synthetic findings are reported.
Synthesis and Electro-Optical Evaluation of 2,6-Bis(arylethynyl)anthraxquinones
By: Anusha Tumuluri, Bhanupriya Khanna, Ammar Altalib
and Dr. Kevin D. Revell
Letters in Organic Chemistry
January 2015, vol. 12(5), pgs. 337–343