Orthoamide und Iminiumsalze, C. Vinyloge Guanidiniumsalz-basierte ionische Flüssigkeiten sowie phenyloge Guanidiniumsalze und Orthoamide

• Published in: Zeitschrift für Naturforschung B
• Main Authors: Kantlehner, Willi, Malik, Heinz, Kreß, Ralf
• Format: Article in Journal/Newspaper
• Language: English
• Published: Walter de Gruyter GmbH 2020
• Subjects: General Chemistry; Carbonic acid
• Online Access: http://dx.doi.org/10.1515/znb-2019-0231; https://www.degruyter.com/view/journals/znb/75/6-7/article-p697.xml; https://www.degruyter.com/document/doi/10.1515/znb-2019-0231/xml; https://www.degruyter.com/document/doi/10.1515/znb-2019-0231/pdf

Abstract Cyclopropylacetylene and N,N,N′,N′,N′′,N′′- hexamethylguanidinium chloride ( 1a ) react to give the orthoamide derivative 8c , in the presence of sodium hydride. 8c is transformed by elemental iodine to the vinylogous guanidinium salt 6f . Anion metathesis with the salts 5a , 5e , 6g delivers vinylogous guanidinium salts 5e – 5i , 12a with counter ions derived from carbon acids (tricyanomethane, 1,1,3,3-tetracyano-propene). Phenylogous amidinium salts 15 guanidinium salts 19 , 21 and the phenylogous orthoamide derivatives of formic acid 18 and carbonic acid 33 have been prepared.