Skeletal rearrangement of a boron-containing annulenic molecule into a macrocycle bridged by an electronically stabilized boron cation

Yukihiro Murata; Cihan Özen; Satoshi Maeda; Takanori Fukushima; Yoshiaki Shoji

doi:10.1039/d3cc04830f

Skeletal rearrangement of a boron-containing annulenic molecule into a macrocycle bridged by an electronically stabilized boron cation

Chem Commun (Camb). 2023 Nov 14;59(91):13635-13638. doi: 10.1039/d3cc04830f.

Authors

Yukihiro Murata^{1

2}, Cihan Özen^{3

4}, Satoshi Maeda^{3

4}, Takanori Fukushima^{1

2

5}, Yoshiaki Shoji^{1

2}

Affiliations

¹ Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan. yshoji@res.titech.ac.jp.
² Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
³ Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Sapporo 060-8510, Japan. smaeda@eis.hokudai.ac.jp.
⁴ Department of Chemistry, Hokkaido University, Sapporo 060-8510, Japan.
⁵ Living Systems Materialogy (LiSM) Research Group, International Research Frontiers Initiative (IRFI), Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.

PMID: 37905398
DOI: 10.1039/d3cc04830f

Abstract

An annulenic molecule containing a three-coordinate chloroborane moiety, which exhibits a borane-olefin proximity effect, undergoes a skeletal rearrangement upon chloride abstraction, to generate a three-dimensional macrocyclic molecule featuring a borocenium (η⁵-cyclopentadienyl-B⁺-R) structure.