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Abstract Using response surface methods, we have re-optimized a palladium-catalyzed method for coupling ClZn(pyrrolide) with aryl bromides to selectively generate 2-arylpyrroles. We optimized based on four variables: temperature, ClZn(pyrrolide)/ArBr ratio, catalyst loading, and time. To find a protocol applicable to most substrates of interest, we optimized three different substrates: a bulky arene (mesityl bromide), an electron-rich arene [4-(NMe2)C6H4Br], and an electron-deficient arene [3,5-(CF3)2C6H3Br]. The re-optimized procedures give as good or better yields than the previously published protocols, always in a fraction of the time. In addition, the reactions are generally cleaner with the new conditions, especially with electron-rich substrates, making the products easier to isolate. We applied the conditions to a variety of different substrates in each category, which provided good to excellent isolated yields.more » « lessFree, publicly-accessible full text available April 24, 2026
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Reinhart, Erik_D; Studvick, Chad_M; Billow, Brennan_S; Odom, Aaron_L; Popov, Ivan_A; Boncella, James_M (, Chemistry – A European Journal)Abstract Reduction of Cp*(TrippTerN)UI with KC8generates (KCp*(TrippTerN)UI)2, the first example of a trivalent uranium imido, a previously elusive species, which are commonly unstable. Experimental and computational results indicate that the K+coordination is responsible for this isolable U(III) monoimido complex.more » « less
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Benner, Florian; Jena, Rashmi; Odom, Aaron_L; Demir, Selvan (, Journal of the American Chemical Society)
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Hou, Zhilin; Jena, Rashmi; McDaniel, Tanner J.; Billow, Brennan S.; Lee, Seokjoo; Barr, Hannah I.; Odom, Aaron L. (, ACS Catalysis)
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