Synthetic, Computational, and Experimental Studies of a Class 3 Atropisomeric α-Naphthyl Tropone.

ABSTRACT: Atropisomerism is a stereochemical phenomenon that results from high configurational stability of chiral axes and is an important structural element in many functional molecules. Thus, understanding how different structural features can influence the stability of chiral axes can be an important consideration for molecular design. Recent studies have demonstrated that certain tropone-based chiral axes are significantly more stable than those of related benzenoids, likely a result of their relatively smaller external bond angles. The following manuscript explores this phenomenon through computational and experimental studies on a simple, class 3 atropisomeric α-naphthyl-substituted tropone (ΔG^‡ ∼ 32 kcal/mol). Conditions were established for an atropselective Suzuki cross-coupling

SUBMITTER: Agyemang NB 

PROVIDER: S-EPMC12362610 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature