|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Science / Faculty of Science >
Peer-reviewed Journal Articles, etc >
Ultralong C(sp3)-C(sp3) Single Bonds Shortened and Stabilized by London Dispersion
| 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 | | hydrocarbons | | 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) |
| URI: | http://hdl.handle.net/2115/90607 |
| 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
|
