Premium
An effective tridental molecular clip for fullerenes
Author(s) -
Denis Pablo A.,
Kramer Michael,
Lee Catherine,
Yanney Michael
Publication year - 2018
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3727
Subject(s) - triphenylene , corannulene , chemistry , fullerene , intramolecular force , density functional theory , computational chemistry , molecule , stereochemistry , organic chemistry
By means of density functional calculations, we studied the performance of 2 fullerene receptors that contain 3 corannulene or triphenylene pincers. For the first time, we found a receptor that has a small tendency to form intramolecular stacks between the 3 corannulene pincers. After comparing their ability to trap fullerenes, with that of buckycatcher, buckycatcher‐II, and the Venus flytrap, we conclude that a record‐breaking association constant is expected for the receptor with 3 corannulene pincers. Although triphenylene is less effective than the corannulene units in forming inclusion complexes with C 60 , the triphenylene‐based host is also expected to have a high association constant. Finally, we discuss the theoretical problems found in reproducing the experimental free energy changes in solution for buckycatcher, buckycatcher‐II, and the Venus flytrap.