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Ultralong C(sp3)-C(sp3) Single Bonds Shortened and Stabilized by London Dispersion

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Title: Ultralong C(sp3)-C(sp3) Single Bonds Shortened and Stabilized by London Dispersion
Authors: Shimajiri, Takuya Browse this author
Kawakami, Yuta Browse this author
Kawaguchi, Soki Browse this author
Hayashi, Yuki Browse this author
Hada, Kazuto Browse this author
Suzuki, Takanori Browse this author
Ishigaki, Yusuke Browse this author →KAKEN DB
Keywords: strained molecules
C-C bond length
X-ray analysis
London dispersion
Issue Date: 2022
Publisher: Georg Thieme Verlag
Journal Title: Synlett
Volume: 34
Issue: 10
Start Page: 1147
End Page: 1152
Publisher DOI: 10.1055/a-1934-1346
Abstract: A carbon-carbon (C-C) single bond longer than 1.7 angstrom shows unique bond flexibility, even though a C-C single bond is typically rigid and robust. We report here that the bond length of flexible C-C single bonds surrounded by bulky alkyl groups in novel hexaphenylethane-type hydrocarbons might be affected by weak noncovalent interactions, such as London dispersion. Thanks to London dispersion, an ultralong and flexible C-C single bond exhibits an obvious bond contraction. X-ray analyses and Raman spectroscopy provided direct information regarding the bond length and strength, whereas density functional theory calculations explained the bond contraction driven by London dispersion. The change in bond length of an extremely elongated flexible C-C bond would be a good probe for quantifying weak interactions that are usually difficult to detect.
Type: article (author version)
Appears in Collections:理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 石垣 侑祐

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