Pentacyclic Nano-Trefoil

Huiyeong Ju; Yumiko Tsuruoka; Miho Hayano; Eunji Lee; Ki-Min Park; Mari Ikeda; Jun-Ichi Ishi-I; Shunsuke Kuwahara; Yoichi Habata

doi:10.1002/anie.202010436

Pentacyclic Nano-Trefoil

Angew Chem Int Ed Engl. 2021 Jan 11;60(2):650-654. doi: 10.1002/anie.202010436. Epub 2020 Nov 3.

Authors

Huiyeong Ju¹, Yumiko Tsuruoka¹, Miho Hayano¹, Eunji Lee^{1

2}, Ki-Min Park³, Mari Ikeda⁴, Jun-Ichi Ishi-I^{1

5}, Shunsuke Kuwahara^{1

5}, Yoichi Habata^{1

5}

Affiliations

¹ Department of Chemistry, Faculty of Science, Toho University, 2-2-1 Miyama, Funabashi, Chiba, 274-8510, Japan.
² Department of Chemistry, Gangneung-Wonju National University, Gangneung, 25457, South Korea.
³ Research Institute of Natural Sciences, Gyeongsang National University, Jinju, 52828, South Korea.
⁴ Department of Chemistry, Education Center, Faculty of Engineering, Chiba Institute of Technology, 2-1-1 Shibazono, Narashino, Chiba, 275-0023, Japan.
⁵ Department Research Center for Materials with Integrated Properties, Faculty of Science, Toho University, 2-2-1 Miyama, Funabashi, Chiba, 274-8510, Japan.

PMID: 32959445
DOI: 10.1002/anie.202010436

Abstract

Tetra-armed cyclen (1) bearing two 4-(4'-pyridyl)benzyl and two 3,5-difluorobenzyl groups and its Ag⁺ complexes were prepared and structurally characterized. The complexes formed between 1 and Ag⁺ undergoes a reversible structural transformation between a 2:2 dimeric complex and a 3:5 pentacyclic trefoil complex with changes in the Ag⁺ /1 molar ratio. It was also revealed that the 3:5 trefoil complex could encapsulate benzene and [D₆ ]benzene selectively in solid-state. The benzene-included structures are stabilized by C-H⋅⋅⋅F-C interactions between the benzene molecule and the ligand molecule.

Keywords: argentivorous molecules; cyclen; cyclic dimers; pentacyclic trefoil; reversible structural transformation; silver(I) complexes.

Publication types

Research Support, Non-U.S. Gov't