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

Shimajiri, Takuya; Kawakami, Yuta; Kawaguchi, Soki et al.

Synlett, 2022, 34(10), 1147-1152

Permalink : https://hdl.handle.net/2115/90607

このアイテムのアクセス数:394件（2026-08-11 21:12 集計）

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アクセス権
open access
URI
https://hdl.handle.net/2115/90607
タイトル
Ultralong C(sp3)-C(sp3) Single Bonds Shortened and Stabilized by London Dispersion
著者
Shimajiri, Takuya ; Kawakami, Yuta ; Kawaguchi, Soki ; Hayashi, Yuki ; Hada, Kazuto ; Suzuki, Takanori ; Ishigaki, Yusuke
著者名
Shimajiri, Takuya
著者名
Kawakami, Yuta
著者名
Kawaguchi, Soki
著者名
Hayashi, Yuki
著者名
Hada, Kazuto
著者名
Suzuki, Takanori
e-Rad_Researcher
60776475
著者名
Ishigaki, Yusuke
言語
英語
キーワード
strained molecules
hydrocarbons
C-C bond length
X-ray analysis
London dispersion
発行日
2022
出版者
Georg Thieme Verlag
収録物名
Synlett
巻(号)
34(10)
ページ
1147-1152
抄録
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.
資源タイプ
学術雑誌論文
出版タイプ
Accepted Manuscript
PISSN
0936-5214
関連情報 (isVersionOf)
出版社版DOI
https://doi.org/10.1055/a-1934-1346