Solvation-Free Li+ Lewis Acid Enhancing Reaction: Kinetic Study of [5,6]-Li+@PCBM to [6,6]-Li+@PCBM

Yue Ma; Hiroshi Ueno; Hiroshi Okada; Sergei Manzhos; Yutaka Matsuo

doi:10.1021/acs.orglett.0c02570

Solvation-Free Li⁺ Lewis Acid Enhancing Reaction: Kinetic Study of [5,6]-Li⁺@PCBM to [6,6]-Li⁺@PCBM

Org Lett. 2020 Sep 18;22(18):7239-7243. doi: 10.1021/acs.orglett.0c02570. Epub 2020 Sep 1.

Authors

Yue Ma^{1

2}, Hiroshi Ueno^{1

3}, Hiroshi Okada^{3

4}, Sergei Manzhos⁵, Yutaka Matsuo^{1

2

3

4

6}

Affiliations

¹ School of Chemistry, Northeast Normal University, 5268 Renmin Street, Changchun 130024, China.
² Hefei National Laboratory for Physical Sciences at the Microscale, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
³ Center for Fundamental and Applied Research of Novel Nanocarbon Derivatives, Center for Key Interdisciplinary Research, Tohoku University, Sendai 980-8578, Japan.
⁴ Department of Mechanical Engineering, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan.
⁵ Centre Énergie Matériaux Télécommunications, Institut National de la Recherche Scientifique, 1650 Boulevard Lionel-Boulet, Varennes, QC J3X1S2, Canada.
⁶ Department of Chemical System Engineering, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Aichi 464-8603, Japan.

PMID: 32870696
DOI: 10.1021/acs.orglett.0c02570

Abstract

Kinetic parameters for the [5,6]- to [6,6]-[Li⁺@PCBM]TFSI^- transformation were determined experimentally, revealing a ca. 700-fold faster reaction rate at 423 K than empty PCBM and a 57.4 kJ mol^-1 lower activation energy. The encapsulated Li⁺ can be considered as solvation-free Li⁺, forming a 1:1 complex with the substrate.