Nucleophilic Addition Reactions to 10-Acetonitrilium Derivative of nido-Carborane and Intramolecular NH⋯HB Interactions in N-Alkyl Amidines 10-RNHC(Me)=NH-7,8-C₂B₉H₁₁.

ABSTRACT: The addition reactions of water, alcohols, and primary and secondary amines to the 10-acetonitrilium derivative of nido-carborane were studied. Hydrolysis of 10-MeC≡N-7,8-C₂B₉H₁₁ results in iminol 10-MeC(OH)=HN-7,8-C₂B₉H₁₁, which, on treatment with a base, gives amide [10-MeC(=O)HN-7,8-C₂B₉H₁₁]^-. The reactions of 10-MeC≡N-7,8-C₂B₉H₁₁ with alcohols lead to imidates 10-ROC(Me)=HN-7,8-C₂B₉H₁₁ (R = Me, Et) as mixtures of E- and Z-isomers. In the solid state, 10-MeOC(Me)=HN-7,8-C₂B₉H₁₁ adopts E-configuration. The reactions of 10-MeC≡N-7,8-C₂B₉

SUBMITTER: Pakholkov KR 

PROVIDER: S-EPMC11858720 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature