Strapped calix[4]pyrroles: from syntheses to applications

Peng, Sangshan; He, Qing; Vargas-Zúñiga, Gabriela I.; Qin, Lei; Hwang, Inhong; Kim, Sung Kuk; Heo, Nam Jung; Lee, Chang-Hee; Dutta, Ranjan; Sessler, Jonathan L.

doi:10.1039/c9cs00528e

Title: Strapped calix[4]pyrroles: from syntheses to applications

Journal Article · 20 January 2020 · Chemical Society Reviews

DOI: https://doi.org/10.1039/c9cs00528e · OSTI ID:1800008

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Hunan Univ., Changsha (China). State Key Lab. of Chemo/Biosensing and Chemometrics. College of Chemistry and Chemical Engineering; OSTI
Hunan Univ., Changsha (China). State Key Lab. of Chemo/Biosensing and Chemometrics. College of Chemistry and Chemical Engineering
Univ. of Texas, Austin, TX (United States). Dept. of Chemistry
Gyeongsang National Univ., Jinju (Korea, Republic of). Dept. of Chemistry. Research Inst. of Natural Science
Kangwon National Univ. and IMSFT, Chun-Cheon (Korea, Republic of). Dept. of Chemistry
Univ. of Texas, Austin, TX (United States). Dept. of Chemistry; Shanghai Univ. (China). Center for Supramolecular Chemistry and Catalysis

Supramolecular chemistry is a central topic in modern chemistry. It touches on many traditional disciplines, such as organic chemistry, inorganic chemistry, physical chemistry, materials chemistry, environmental chemistry, and biological chemistry. Supramolecular hosts, inter alia macrocyclic hosts, play critical roles in supramolecular chemistry. Calix[4]pyrroles, non-aromatic tetrapyrrolic macrocycles defined by sp³ hybridized meso bridges, have proved to be versatile receptors for neutral species, anions, and cations, as well as ion pairs. Compared to the parent system, octamethylcalix[4]pyrrole and its derivatives bearing simple appended functionalities, strapped calix[4]pyrroles typically display enhanced binding affinities and selectivities. In this review, we summarize advances in the design and synthesis of strapped calix[4]pyrroles, as well as their broad utility in molecular recognition, supramolecular extraction, separation technology, ion transport, and as agents capable of inhibiting cancer cell proliferation. Future challenges within this sub-field are also discussed.

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Research Organization:: Univ. of Texas, Austin, TX (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: FG02-01ER15186

OSTI ID:: 1800008

Journal Information:: Chemical Society Reviews, Journal Name: Chemical Society Reviews Journal Issue: 3 Vol. 49; ISSN 0306-0012

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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