Newcomer to the Calixarene Family: Synthesis and Characterization of Selenacalix[4]arene

Michal Churý; Tadeáš Petrů; Rafał Stanik; Ján Sýkora; Václav Eigner; Pavel Lhoták

doi:10.1021/acs.orglett.5c04133

Abstract

In this work, we describe a general and efficient fragment condensation method for the synthesis of monoselenacalix[4]arene as a new member of the broad calixarene family. The key fragments were obtained from the starting p-tert-butylphenol by reaction with in situ generated SeCl2 or from its formyl derivative by reaction with SeO2 in pyridine. The availability of both fragments allowed us to test two different independent macrocyclization routes, leading to the final selenacalixarene in good yields. The first successful attempts to immobilize the new system were made, and the basic dynamics of the macrocycles in solution were studied using VT NMR techniques. The selenium analogue of calix[4]arene was successfully immobilized in the cone conformation, suggesting its potential use in supramolecular chemistry.

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Year: 2025
Type: article
Citations: 0
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APA Style

                            
                                    Michal Churý, 
                                
                                    Tadeáš Petrů, 
                                
                                    Rafał Stanik
                                
                                et al.
                            
                            (2025). 
                            Newcomer to the Calixarene Family: Synthesis and Characterization of Selenacalix[4]arene. 
                            Organic Letters
                            
                            .
                            https://doi.org/10.1021/acs.orglett.5c04133

Identifiers

DOI: 10.1021/acs.orglett.5c04133

Newcomer to the Calixarene Family: Synthesis and Characterization of Selenacalix[4]arene

Abstract

Affiliated Institutions

Related Publications

Mapping Out the Molecular Interplay in Monohalobenzene Inclusion Complexes of<i>p</i>-H-calix[5]arene Using Hirshfeld Surfaces

Trimethyl Acetate on TiO<sub>2</sub>(110): Preparation and Anaerobic Photolysis

<i>Operando</i> Identification of the Dynamic Behavior of Oxygen Vacancy-Rich Co<sub>3</sub>O<sub>4</sub> for Oxygen Evolution Reaction

Can the Clusters Zr<sub>6</sub>O<sub>4</sub>(OH)<sub>4</sub>(OOCR)<sub>12</sub> and [Zr<sub>6</sub>O<sub>4</sub>(OH)<sub>4</sub>(OOCR)<sub>12</sub>]<sub>2</sub> Be Converted into Each Other?

Synthetic and Structural Studies on [Fe<sub>2</sub>(SR)<sub>2</sub>(CN)<i><sub>x</sub></i>(CO)<sub>6</sub><sub>-</sub><i><sub>x</sub></i>]<i><sup>x</sup></i><sup>-</sup> as Active Site Models for Fe-Only Hydrogenases

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