N-nitroimidoyl chlorides: synthesis and structure

N-nitroimidoyl chlorides: synthesis and structure Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2015, Volume: 64, Number: 2, Pages: 359-365 Pages count : 7 DOI: 10.1007/s11172-015-0869-7

Authors

Anikin O.V. ¹ , Klenov M.S. ¹ , Churakov A.M. ¹ , Anan´yev I.V. ² , Lyssenko K.A. ² , Strelenko Yu.A. ¹ , Tartakovsky V.A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

A new method was developed for the synthesis of N-nitroimidoyl chlorides O2N—N=C(R)Cl (R = SMe, Phth; Phth is phthalimide) by the reaction of O2N—N=C(R)SMe with SO2Cl2. The reaction of O2N—N=C(SMe)Cl with potassium phthalimide leads to the replacement of the Cl atom by the phthalimide moiety. The compounds O2N—N=C(Phth)Cl and O2N—N=C(Phth)SMe were studied by X-ray diffraction and quantum chemical methods. The C=N—N and NO2 groups in the O2N—N=C(Phth)Cl molecule were found to be completely orthogonal to each other. The explanation of this fact was proposed.

Anikin O.V. , Klenov M.S. , Churakov A.M. , Anan´yev I.V. , Lyssenko K.A. , Strelenko Y.A. , Tartakovsky V.A.
N-nitroimidoyl chlorides: synthesis and structure
Russian Chemical Bulletin. 2015. V.64. N2. P.359-365. DOI: 10.1007/s11172-015-0869-7 WOS Scopus OpenAlex

≡ Web of science:	WOS:000363260900013
≡ Scopus:	2-s2.0-84945189706
≡ OpenAlex:	W2184779609