Molecular Structure and Properties of N,N'-Disulfinyl-1,2-diaminobenzene |
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Authors: | Bagryanskaya I. Yu. Gatilov Yu. V. Makarov A. Yu. Shakirov M. M. Shuvaev K. V. Zibarev A. V. |
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Affiliation: | (1) Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia;(2) Novosibirsk State University, Novosibirsk, Russia |
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Abstract: | According to X-ray diffraction data, N,N'-disulfinyl-1,2-diaminobenzene in crystal exists as a planar Z,Z isomer. On heating or under the action of catalytic amounts of water, as well as in reactions with LiN(SiMe3)2 or PCl5 in 1:1 or 1:2 molar ratios it quantitatively converts into 2,1,3-benzothiadiazole. According to 15N NMR data, this transformation is accompanied by deshielding of the nitrogen atoms by 18 ppm. |
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