Nano-Saturn: Experimental Evidence of Complex Formation of an Anthracene Cyclic Ring with C60

Angewandte Chemie
Yuta YamamotoShinji Toyota

Abstract

An anthracene cyclic hexamer was synthesized by the coupling reaction as a macrocyclic hydrocarbon host. This disk-shaped host included a C60 guest in 1:1 ratio to form a Saturn-type supramolecular complex in solution and in crystals. X-ray analysis unambiguously revealed that the guest molecule was accommodated in the middle of the host cavity with several CH⋅⋅⋅π contacts. The association constant Ka determined by NMR titration measurements was 2.3×103  L mol-1 at 298 K in toluene. The structural features and the role of CH⋅⋅⋅π interactions are discussed with the aid of DFT calculations.

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Citations

Feb 28, 2019·Chemical Communications : Chem Comm·Martha KohlhaasJochen Niemeyer
Jan 29, 2019·Chemistry : a European Journal·Shinji Toyota, Eiji Tsurumaki
Mar 9, 2019·Chemical Communications : Chem Comm·Steven M Bachrach
Jul 19, 2019·Chemical Communications : Chem Comm·Ryo KurosakiHiroko Yamada
Jun 14, 2019·Angewandte Chemie·Youzhi Xu, Max von Delius
Aug 25, 2019·Nature Communications·Shinya AdachiNaoya Kumagai
Feb 14, 2020·Chemical Communications : Chem Comm·Yoann CotellePiétrick Hudhomme
Feb 23, 2020·Chemical Communications : Chem Comm·Shun-Ze ZhanDan Li
Sep 28, 2020·Angewandte Chemie·Hironori MatsukiKenji Kobayashi
Jan 14, 2021·Physical Chemistry Chemical Physics : PCCP·O A StasyukA A Voityuk
Oct 26, 2018·Organic Letters·Xuejin YangQian Miao
Dec 21, 2019·The Journal of Organic Chemistry·Steven M Bachrach
Oct 15, 2021·Angewandte Chemie·Jeremy HieulleDiego Peña
Nov 3, 2021·Chemical Communications : Chem Comm·Qiang ShiLeyong Wang
Dec 7, 2021·Organic Letters·Mohammad T ChaudhryMark J MacLachlan

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