Chemical Bonding in Polarised Push–Pull Ethylenes. Issue 26 (24th May 2019)

• Record Type: Journal Article
• Authors: Yanai, Hikaru; Suzuki, Takumi; Kleemiss, Florian; Fukaya, Haruhiko; Dobashi, Yasuo; Malaspina, Lorraine A.; Grabowsky, Simon; Matsumoto, Takashi
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 26(2019)
• Page Start: 8839
• Page End: 8844
• Publication Date: 2019-05-24
• Subjects: alkenes -- complementary bonding analysis -- carbanions -- quantum crystallography -- zwitterions; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201904176
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: 1, 1‐Diamino‐2, 2‐bis(triflyl)ethylenes with both twisted and planar structures around the partial "C=C" bond were synthesised. Bonding properties in these compounds were analysed by an experimental approach using high‐resolution X‐ray diffraction data treated with X‐ray wavefunction refinement (XWR). In the twisted compound, a dominant contribution of the charge‐separated resonance structure was revealed. On the contrary, the nearly planar compound still showed π‐bonding character, however, with a considerable contribution of the charge‐separated resonance structure. Abstract : Twist and shout : 1, 1‐Diamino‐2, 2‐bis(triflyl)ethylenes with both twisted and planar structures around the partial "C=C" bond were synthesised. In both compounds, the bonding properties of the central C−C bonds were analysed using high‐resolution X‐ray diffraction data treated with X‐ray wavefunction refinement (XWR).