Supramolecular Assembly of Tetramethylcucurbit[6]uril and 2-Picolylamine

Ying Fan; Ran Cen; Peihui Shan; Carl Redshaw; Hang Cong; Xin Xiao; Qingmei Ge

doi:10.1021/acsomega.2c06989

Supramolecular Assembly of Tetramethylcucurbit[6]uril and 2-Picolylamine

ACS Omega. 2023 Mar 6;8(11):9919-9924. doi: 10.1021/acsomega.2c06989. eCollection 2023 Mar 21.

Authors

Ying Fan¹, Ran Cen¹, Peihui Shan¹, Carl Redshaw², Hang Cong^{1

3}, Xin Xiao¹, Qingmei Ge^{1

3}

Affiliations

¹ Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Institute of Applied Chemistry, Guizhou University, Guiyang 550025, China.
² Department of Chemistry, University of Hull, Hull HU6 7RX, U.K.
³ Enterprise Technology Center of Guizhou Province, Guizhou University, Guiyang 550025, China.

Abstract

The supramolecular assembly of symmetrical tetramethylcucurbit[6]uril (TMeQ[6]) and 2-picolylamine (AMPy) has been investigated via various techniques, including ultraviolet-visible (UV-vis) and nuclear magnetic resonance spectroscopy, isothermal titration calorimetry (ITC), and X-ray crystallography. The results indicated that TMeQ[6] could encapsulate the AMPy guest molecule to form a stable inclusion complex. The rotational restriction of the guest in the cavity of TMeQ[6] resulted in a large negative value of entropy. The X-ray crystal structure of the 1:1 inclusion complex between TMeQ[6] and AMPy revealed that AMPy exists in the elliptical cavity of TMeQ[6].