open access

https://hdl.handle.net/2115/95117

Direct evidence for a carbon-carbon one-electron σ-bond

英語

2024-10-10

Nature Portfolio

Nature

634

347-351

Covalent bonds share electron pairs between two atoms and make up the skeletons of most organic compounds in single, double and triple bonds. In contrast, examples of one-electron bonds remain scarce, most probably due to their intrinsic weakness1-4. Although several pioneering studies have reported one-electron bonds between heteroatoms, direct evidence for one-electron bonds between carbon atoms remains elusive. Here we report the isolation of a compound with a one-electron sigma-bond between carbon atoms by means of the one-electron oxidation of a hydrocarbon with an elongated C-C single bond5,6. The presence of the C center dot C one-electron sigma-bond (2.921(3) & Aring; at 100 K) was confirmed experimentally by single-crystal X-ray diffraction analysis and Raman spectroscopy, and theoretically by density functional theory calculations. The results of this paper unequivocally demonstrate the existence of a C center dot C one-electron sigma-bond, which was postulated nearly a century ago7, and can thus be expected to pave the way for further development in different areas of chemistry by probing the boundary between bonded and non-bonded states. The one-electron oxidation of a hydrocarbon with an elongated C-C single bond provides direct evidence for a one-electron sigma-bond between carbon atoms.

学術雑誌論文

Accepted Manuscript

This version of the article has been accepted for publication, after peer review (when applicable) and is subject to Springer Nature’s AM terms of use, but is not the Version of Record and does not reflect post-acceptance improvements, or any corrections. The Version of Record is available online at: http://dx.doi.org/10.1038/s41586-024-07965-1

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