Chemical Bonding in Polarised Push–Pull Ethylenes. (23rd 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. Volume 131:Number 26(2019)
• Page Start: 8931
• Page End: 8936
• Publication Date: 2019-05-23
• Subjects: Alkene -- Carbanionen -- Komplementäre Bindungsanalyse -- Quantenkristallographie -- Zwitterionen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201904176
• Languages: English
• ISSNs: 0044-8249

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 : Verdrehte Wahrheit : 1, 1‐Diamino‐2, 2‐bis(triflyl)ethylene wurden sowohl mit verdrehter als auch planarer Struktur an der partiellen „C=C"‐Bindung synthetisiert. Die Bindungseigenschaften der zentralen C‐C‐Bindungen beider Systeme wurden Röntgen‐Wellenfunktionsverfeinerung (XWR) analysiert, basierend auf hochaufgelösten Röntgenbeugungsdaten.