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- W2017464176 abstract "Nitrilium salts (14a – i) react with imines (15a – e) to afford the mono- to tetraaza-substituted 2-azaallenium salts 16a – w in high yields. The stereochemistry of these compounds is discussed in terms of an allenic geometry (A) and a planar 1,3-diaza-1,3-butadienium structure (B), respectively. According to the IR, 1H and 13C NMR spectra, the azaallenium salts 16 are rather flexible around the central nitrogen atom. In solution at least 16a – d assume chiral conformations similar to those of allenes. By DNMR measurements barriers to hindered rotation around the CN+C axis were found to range from δG173† = 36 ± 1 kJmol–1 for 16a to more than 90 kJmol–1 for 16c. According to an X-ray structural analysis, 16o crystallizes in an almost perfect allene geometry (A). – Some interesting 13C-14N couplings of the nitrilium salts 14 are reported. Aminosubstituierte 2-Azaalleniumsalze Nitriliumsalze (14a – i) reagieren mit Iminen (15a – e) in guten Ausbeuten zu den mono- bis tetra-azasubstituierten 2-Azzalleniumsalzen 16a – w. Für die Verbindungen 16 wird eine Allengeometrie (A) oder alternativ eine planare 1,3-Diaza-1,3-butadienium-Struktur (B) diskutiert. Nach den IR-, 1H- und 13C-NMR-Spektren zu schließen, müssen die Salze 16 um das zentrale Stickstoffatom recht flexibel sein. Zumindest die Verbindungen 16a – d liegen in Lösung in einer chiralen Allenkonformation vor. Für die Rotationsbarrieren um die CN+C-Achse werden durch DNMR-Messungen Werte zwischen δG173† = 36 · 1 kJmol–1 für 16a und mehr als 90 kJmol–1 für 16c gefunden. Nach einer Röntgenstrukturanalyse liegt 16 o im Kristall in einer weitgehend idealen Allengeometrie (A) vor. – Es werden einige interessante 13C-14N-Kopplungen der Nitriliumsalze 14 beschrieben." @default.
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- W2017464176 title "Amino‐substituted 2‐Azaallenium Salts" @default.
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