“Rim‐Differentiated” Pillar[6]arenes

作者：Chao Yang; Thikekar Tushar Ulhas; Fang Wangjian; Chang Rong; Xu Jiong; Ouyang Nianfeng; Xu Jun; Gao Yan; Guo Minjie; Zuilhof Han; Sue Andrew C.H.

来源：Angewandte Chemie, 2022, 134(31).

DOI：10.1002/ANGE.202204589

• Co-Crystals
• Host–Guest Chemistry
• Macrocycles
• Pillar[n]arenes
• Tiara[n]arenes

A “rim‐differentiated” pillar[6]arene (RD‐P[6]) was obtained successfully, with the assistance of a dimeric silver trifluoroacetate template, among eight different constitutional isomers in a direct and regioselective manner. The solid‐state conformation of this macrocycle could switch from the 1,3,5‐alternate to a truly rim‐differentiated one upon guest inclusion. This highly symmetric RD‐P[6] not only hosts metal‐containing molecules inside its cavity, but also can form a pillar[6]arene‐C60 adduct through co‐crystallization on account of donor‐acceptor interactions. The development of synthetic strategies to desymmetrize pillararenes offers new opportunities for engineering complex molecular architectures and organic electronic materials.(#br)The use of a dimeric silver trifluoroacetate template, has facilitated a “rim‐differentiated” pillar[6]arene to be isolated successfully from a mixture containing eight constitutional isomers. This macrocycle exhibits interesting conformational adaptation toward guest molecules in the solid state.

• 单位
  厦门大学