Solid state and dynamic solution structures of O-carbamidine amidoximes gives further insight into the mechanism of zinc(II)-mediated generation of 1,2,4-oxadiazoles

• Published in: Journal of molecular structure Vol. 1111; pp. 142 - 150
• Main Authors: Kulish, Kirill I., Novikov, Alexander S., Tolstoy, Peter M., Bolotin, Dmitrii S., Bokach, Nadezhda A., Zolotarev, Andrey A., Kukushkin, Vadim Yu
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.05.2016
• Subjects: 1,2,4-Oxadiazoles; Bonding; Cations; DFT calculations; Diffraction; Dynamics; Iminium salts; Mathematical analysis; Molecular structure; Solution DNMR; Stabilization; X-ray study; X-rays; Solution DNMR; 1,2,4-Oxadiazoles; Iminium salts; DFT calculations; X-ray study

Three new iminium salts [H2NC(R)ONC(R′)NH2](p-TolSO3)·½H2O ([1–3](p-TolSO3)·½H2O; R/R′ = NMe2/PhCH21, NMe2/p-BrC6H42, N(CH2)5/p-BrC6H43) were synthesized via ZnII-mediated amidoxime-cyanamide coupling and their solid structures were studied by X-ray diffraction. Solution structure and conformational...