Thermodynamically Templated Macrocyclizations: Enhancing the Synthesis of Prism[5]arenes with Tailor-Made Guests

The macrocyclization of 2,6-dialkoxynaphthalene monomers to prism[5]arenes is thermodynamically templated by DABCO cations. In this study, we demonstrate that a greater template affinity for prism[5]arene improves the macrocyclization yield. By using novel templating cations, the yield of alkoxy-prism[5]arenes increases significantly compared with those of previously reported procedures, while the purification process becomes easier and faster.

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Publication Details

Journal
Organic Letters
Published
2024-08-19
DOI
https://doi.org/10.1021/acs.orglett.4c02590
Citations
6
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
1.50

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article

Thermodynamically Templated Macrocyclizations: Enhancing the Synthesis of Prism[5]arenes with Tailor-Made Guests

Carmine Gaeta, Rocco Del Regno, Margherita De Rosa, Carmen Talotta et al.
6 citations
Organic Letters
Supramolecular Chemistry and Complexes
1.50
article

Thermodynamically Templated Macrocyclizations: Enhancing the Synthesis of Prism[5]arenes with Tailor-Made Guests

Carmine Gaeta, Rocco Del Regno, Margherita De Rosa, Carmen Talotta, Paolo Della Sala, Giuseppa Campanile, Claudia Argenio, Anna Palmieri
article en
6 citations

Abstract

The macrocyclization of 2,6-dialkoxynaphthalene monomers to prism[5]arenes is thermodynamically templated by DABCO cations. In this study, we demonstrate that a greater template affinity for prism[5]arene improves the macrocyclization yield. By using novel templating cations, the yield of alkoxy-prism[5]arenes increases significantly compared with those of previously reported procedures, while the purification process becomes easier and faster.

Organic LettersVol. 26(39)
University of Salerno (IT)
Ministero dell’Istruzione, dell’Università e della Ricerca
Zero hunger
Openalex Percentile: Top 19%
Supramolecular Chemistry and Complexes
1.50
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