Supramolecular approaches to mediate chemical reactivity

• Pablo Ballester,
• Qi-Qiang Wang and
• Carmine Gaeta

Beilstein J. Org. Chem. 2022, 18, 1463–1465, doi:10.3762/bjoc.18.152

• of novel supramolecular catalysts. In their contribution Wang and co-workers [17] reported an interesting example of chalcogen bonding catalysis approach for the synthesis of calix[4]pyrrole macrocycles. The Se···O=C chalcogen bonding interactions between a selenide-based catalyst and the carbonyl

A Se···O bonding catalysis approach to the synthesis of calix[4]pyrroles

• Qingzhe Tong,
• Zhiguo Zhao and
• Yao Wang

Beilstein J. Org. Chem. 2022, 18, 325–330, doi:10.3762/bjoc.18.36

• Qingzhe Tong Zhiguo Zhao Yao Wang School of Chemistry and Chemical Engineering, Key Laboratory of the Colloid and Interface Chemistry, Shandong University, Jinan 250100, China 10.3762/bjoc.18.36 Abstract Described herein is a chalcogen bonding catalysis approach to the synthesis of calix[4

• ]pyrrole derivatives. The Se···O bonding interactions between selenide catalysts and ketones gave rise to the catalytic activity in the condensation reactions between pyrrole and ketones, leading to the generation of calix[4]pyrrole derivatives in moderate to high yields. This chalcogen bonding catalysis

• . Keywords: calix[4]pyrrole; chalcogen bonding; ketones; Se···O bonding interactions; supramolecular catalysis; Introduction Noncovalent catalysis has been established as one of the fundamental concepts in organic synthesis that enables achieving numerous chemical transformations [1]. Among these

Models of necessity

• Timothy Clark and
• Martin G. Hicks

Beilstein J. Org. Chem. 2020, 16, 1649–1661, doi:10.3762/bjoc.16.137

• generally approached the subject. Specific potential functions are added to empirical force fields for hydrogen [87] or halogen [88] bonding. However, given that researchers have been busily defining additional non-covalent interactions such as tetrel [89], pnictogen [90] and chalcogen bonding [91], this

1,2,3-Triazolium macrocycles in supramolecular chemistry

• Mastaneh Safarnejad Shad,
• Pulikkal Veettil Santhini and
• Wim Dehaen

Beilstein J. Org. Chem. 2019, 15, 2142–2155, doi:10.3762/bjoc.15.211

• receptors for molecular recognition of anionic species, pH sensors, mechanically interlocked molecules, molecular machines, and molecular reactors. Keywords: anion recognition; catenane; chalcogen bonding; click reaction; molecular reactor; hydrogen bonding; pH sensor; rotaxane; supramolecular; 1,2,3

• -position of the triazoles (triazolium), and nucleophilic substitution of halogen can be used to introduce chalcogens (Se, Te). Thus, the corresponding triazolium macrocycles can take advantage respectively of halogen and chalcogen bonding as part of the molecular recognition (vide infra). In this review

• happen between Lewis bases and electron-defective heavy chalcogen atoms containing Lewis acidic s-holes which is known under the term chalcogen bonding (ChB) [18]. A mechanically interlocked rotaxane 8 (Figure 8) has been prepared by Beer and co-workers utilizing the 5-(methylchalcogeno)-1,2,3-triazole