Biocatalytic oxidative cross-coupling reactions for biaryl bond formation

• DOI: 10.26434/chemrxiv-2021-v0bv6-v2
• Publication Date: 2022-02-01T14:37:43Z
• Authors: Lara Zetzsche; Jessica Yazarians; Suman Chakrabarty; Meagan Hinze; April Lukowski; Leo Joyce; Alison Narayan; Lauren Murray
• Keywords: Reactivity; Coupling reaction

Despite their varied purposes, many indispensable molecules in medicine, materials, and asymmetric catalysis share a biaryl core. The necessity of joining arene building blocks to access these valuable compounds has inspired multiple approaches for bond formation challenged chemists develop increasingly concise robust methods this task. Oxidative coupling two C–H bonds offers an efficient strategy the C–C bond, however, fundamental challenges remain controlling reactivity selectivity uniting given pair substrates. Biocatalytic oxidative cross-coupling reactions have potential overcome limitations inherent small molecule- mediated by providing paradigm with catalyst-controlled selectivity. In article, we disclose biocatalytic through using cytochrome P450 enzymes. We demonstrate ability catalyze on panel phenolic substrates natural catalysts. Moreover, engineer possess desired reactivity, site- selectivity, atroposelectivity transforming low-yielding, unselective reaction into highly selective process. This streamlined method constructing sterically hindered provides programmable platform assembling