Hypervalent Iodine-Mediated Selective Monofunctionalization of Calix[4]arenes DOI

Haoliang Hao,

Wei Zhang, Wenjie Zhu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 30, 2025

The selective introduction of a single functionality on the upper rim calix[4]arene is challenging due to identical reactivity its four aryl units. In this study, we introduce novel strategy for monofunctional modification calix[4]arenes using hypervalent iodine-mediated C-H functionalization. This process yields calix[4]arene-iodonium salt, which can be easily isolated distinct solubility compared native calixarene. versatile intermediate efficiently undergoes C-O, C-N, and C-S couplings with variety nucleophiles, including amines, phenols, thiols, sulfinate salts under mild conditions. enables streamlined structural diversification calix[4]arenes, opening new avenues design supramolecular macrocycles tailored functions.

Language: Английский

Hypervalent Iodine-Mediated Selective Monofunctionalization of Calix[4]arenes DOI

Haoliang Hao,

Wei Zhang, Wenjie Zhu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 30, 2025

The selective introduction of a single functionality on the upper rim calix[4]arene is challenging due to identical reactivity its four aryl units. In this study, we introduce novel strategy for monofunctional modification calix[4]arenes using hypervalent iodine-mediated C-H functionalization. This process yields calix[4]arene-iodonium salt, which can be easily isolated distinct solubility compared native calixarene. versatile intermediate efficiently undergoes C-O, C-N, and C-S couplings with variety nucleophiles, including amines, phenols, thiols, sulfinate salts under mild conditions. enables streamlined structural diversification calix[4]arenes, opening new avenues design supramolecular macrocycles tailored functions.

Language: Английский

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