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Tiara[5]arenes: Synthesis, Solid-State Conformational Studies, Host-Guest Properties, and Application as Nonporous Adaptive Crystals.

ABSTRACT: Tiara[5]arenes (T[5]s), a new class of five-fold symmetric oligophenolic macrocycles that are not accessible from the addition of formaldehyde to phenol, were synthesized for the first time. These pillar[5]arene-derived structures display both unique conformational freedom, differing from that of pillararenes, with a rich blend of solid-state conformations and excellent host-guest interactions in solution. Finally we show how this novel macrocyclic scaffold can be functionalized in a variety of ways and used as functional crystalline materials to distinguish uniquely between benzene and cyclohexane.

SUBMITTER: Yang W

PROVIDER: S-EPMC7187373 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Tiara[5]arenes: Synthesis, Solid-State Conformational Studies, Host-Guest Properties, and Application as Nonporous Adaptive Crystals.

Yang Weiwei W Samanta Kushal K Wan Xintong X Thikekar Tushar Ulhas TU Chao Yang Y Li Shunshun S Du Ke K Xu Jun J Gao Yan Y Zuilhof Han H Sue Andrew C-H AC

Angewandte Chemie (International ed. in English) 20200121 10

Tiara[5]arenes (T[5]s), a new class of five-fold symmetric oligophenolic macrocycles that are not accessible from the addition of formaldehyde to phenol, were synthesized for the first time. These pillar[5]arene-derived structures display both unique conformational freedom, differing from that of pillararenes, with a rich blend of solid-state conformations and excellent host-guest interactions in solution. Finally we show how this novel macrocyclic scaffold can be functionalized in a variety of ...[more]

PMID: 31763754

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