Deep-Cavity Calix[4]naphth[4]arene Macrocycles: Synthesis, Conformational Features, and Solid-State Structures.

ABSTRACT: We recently introduced calix[n]naphth[m]arenes as a novel class of deep-cavity hybrid macrocycles constituted by phenol (n) and naphthalene (m) units. In this study, we report the synthesis, conformational analysis, spectroscopic properties, and solid-state structures of calix[4]naphth[4]arene (C₄N₄) and its permethylated analog (C₄N₄-Me), thereby expanding the calix[n]naphth[m]arene family. C₄N₄ was synthesized through a 2 + 2 fragment coupling macrocyclization under acidic conditions, where the solvent played a crucial role in selectively forming the C₄N₄ derivative. The X-ray structure of C₄N₄ reveals a chair-like 1,

SUBMITTER: Della Sala P 

PROVIDER: S-EPMC11396966 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature