Synthetic studies on the triarylborane for Lewis acid catalysis

초록

Over the past two decades, the use of symmetrically halogenated triarylboranes?most notably tris(pentafluorophenyl)borane [B(C?F?)₃], or BCF?as Lewis acid catalysts has been extensively investigated in organic synthesis. The high Lewis acidity and unique steric hinderance of BCF, primarily attributed to the effects of the C?F? substituents, has enabled its application in a broad range of transformations, including hydroboration, hydrosilylation, and hydrogenation using frustrated Lewis pair (FLP) chemistry. Despite these advantages, the rigid symmetric structure of BCF limits in tuning reactivity and selectivity. In recent years, the development of novel trisubstituted boranes has emerged as a promising strategy to overcome these constraints. These modified boranes can control steric and electronic properties, enabling more selective catalysis and access to previously inaccessible reaction pathways. On this context, we have explored the synthesis of both symmetric and asymmetric triarylboranes. While our investigation did not include evaluation of catalytic activity yet, we encountered several notable challenges and insights throughout the synthetic processes. In this poster, we present a focused review of recent advances in trisubstituted borane chemistry alongside our own synthetic experiences.