High-Throughput Optimization of Ir-Catalyzed C–H Borylation: A Tutorial for Practical Applications
Journal of the American Chemical Society2013Vol. 135(20), pp. 7572–7582
Citations Over TimeTop 1% of 2013 papers
Sean Preshlock, Behnaz Ghaffari, Peter E. Maligres, Shane W. Krska, Robert E. Maleczka, Milton R. Smith
Abstract
With the aid of high-throughput screening, the efficiency of Ir-catalyzed C-H borylations has been assessed as functions of precatalyst, boron reagent, ligand, order of addition, temperature, solvent, and substrate. This study not only validated some accepted practices but also uncovered unconventional conditions that were key to substrate performance. We anticipate that insights drawn from these findings will be used to design reaction conditions for substrates whose borylations are difficult to impossible using standard catalytic conditions.
Related Papers
- → Isodesmic C–H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis(2019)79 cited
- → Boryl-Directed, Ir-Catalyzed C(sp3)–H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes(2019)49 cited
- → Borylation Directed Borylation of Indoles Using Pyrazabole Electrophiles: A One‐Pot Route to C7‐Borylated‐Indolines(2022)9 cited
- → Compound Transfer by Acoustic Droplet Ejection Promotes Quality and Efficiency in Ultra-High-Throughput Screening Campaigns(2015)30 cited
- → Copper-Catalyzed Borylation of Styrenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid(2023)11 cited