Wydział Chemii

Rafał Frydrych

Tadeusz Lis

Wojciech Bury

Joanna Cybińska

Marcin Stępień

2020

Journal of the American Chemical Society

142

15604-15613

10.1021/jacs.0c07956

Naukowa

Angielski

Artykuł

A hybrid nanocarbon receptor consisting of a calix[4]arene and a bent oligophenylene loop (“molecular squid”), was obtained in an efficient, scalable synthesis. The system contains an electron-rich cavity with an adaptable shape, which can serve as a host for electron deficient guests, such as diquat, 10-methylacridinium, and anthraquinone. The new receptor forms inclusion complexes in the solid state and in solution, show-ing a dependence of the observed binding strength on the shape of the guest species and its charge. The interaction with the methylacridinium cation in solution was interpreted in terms of a 2:1 binding model, with K₁₁ = 5.92(7)·10³ M^–1. The solid receptor is porous to gases and vapors, yielding an uptake of ca. 4 mmol/g for methanol at 293 K. In solution, the receptor shows cyan fluorescence (λ_max^em = 485 nm, Φ_F = 33%), which is partly quenched upon binding of guests. Methylacridinium and anthraquinone adducts show red-shifted emission in the solid state, attributable to the charge-transfer character of these inclusion complexes.

Adducts, Molecules, Molecular structure, Cavities, Receptors

CC-BY

http://dx.doi.org/10.1021/jacs.0c07956

https://www.acs.org/content/acs/en.html