Synthesis and characterization of 𝑁-phosphorylated thioureas RNHC(S)NHP(O)(O𝑖Pr)2 (R = 2-MeC6H4, 2,6-Me2C6H3, 2,4,6-Me3C6H2)

Journal of Chemical Sciences

Damir A Safin1²  Michael Bolte¹  Axel Klein²  Maria G Babashkina² 

[1] Institut für Anorganische Chemie J.-W.-Goethe-Universität, Frankfurt/Main, Germany$$;Institut für Anorganische Chemie, Universität zu Köln, Greinstrasse 6, D-50939 Köln, Germany$$

关键词: Phosphorylthiourea;    crystal structure;    NMR spectroscopy;    hydrogen bond.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Reaction of O,O'-diisopropylphosphoric acid isothiocyanate (𝑖PrO)2P(O)NCS with 2-methylaniline 2-MeC6H4NH2, 2,6-dimethylaniline 2,6-Me2C6H3NH2 or 2,4,6-trimethylaniline 2,4,6-Me3C6H2NH2 leads to the 𝑁-phosphorylated thioureas RNHC(S)NHP(O)(O𝑖Pr)2 (R = 2-MeC6H4-, HLI; 2,6-Me2C6H3-, HLII; 2,4,6-Me3C6H2-, HLIII). The new compounds were investigated by 1H and 31P{1H} NMR spectroscopy, and microanalysis. The molecular structure of the thiourea HLIII was elucidated by single crystal X-ray diffraction analysis. Single crystal X-ray diffraction studies showed HLIII forms both intra- and intermolecular hydrogen bonds, which in turn leads to the formation of polymeric chains. One of the intermolecular hydrogen bonds is of the type N-H$cdots$S. Moreover, the formation of intermolecular C-H$cdots$ 𝜂6 -phenyl interactions was established.

【 授权许可】

Unknown