The structure of 2,4,6-tris[di(tert-butoxycarbonyl)methylidene]-hexahydro-1,3,5-triazine

The structure of 2,4,6-tris[di(tert-butoxycarbonyl)methylidene]-hexahydro-1,3,5-triazine Full article

Journal

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

Output data

Year: 2006, Volume: 55, Number: 6, Pages: 1060-1065 Pages count : 6 DOI: 10.1007/s11172-006-0377-x

Authors

Shastin A.V. ¹ , Godovikova T.I. ² , Pivina T.S. ² , Golovina N.I. ¹ , Shilov G.V. ¹ , Strelenko Yu.A. ² , Korsunskii B.L. ¹ , Lodygina V.P. ¹

Affiliations

1	Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

The structure of 2,4,6-tris[di(tert-butoxycarbonyl)methylidene]hexahydro-1,3,5-triazine was studied by quantum chemistry, NMR and IR spectroscopy, and X-ray diffraction. This compound exists exclusively in the hexahydro-1,3,5-triazine form both in solution and in the solid phase, although due to the loss of the aromatization energy, this structure should be less stable than a 1,3,5-triazine structure. The formation of strong intramolecular hydrogen bonds confirmed by NMR and IR spectroscopy and X-ray diffraction data may be a main reason for stabilization of the hexahydro-1,3,5-triazine isomer.

Shastin A.V. , Godovikova T.I. , Pivina T.S. , Golovina N.I. , Shilov G.V. , Strelenko Y.A. , Korsunskii B.L. , Lodygina V.P.
The structure of 2,4,6-tris[di(tert-butoxycarbonyl)methylidene]-hexahydro-1,3,5-triazine
Russian Chemical Bulletin. 2006. V.55. N6. P.1060-1065. DOI: 10.1007/s11172-006-0377-x WOS Scopus OpenAlex

Web of science:	WOS:000242652000019
Scopus:	2-s2.0-33750702162
OpenAlex:	W2008457259

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OpenAlex	1
Scopus	1
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