Synthesis and structure of phosphorylated nitronorbornenes

A procedure was suggested for preparing previously unknown phosphorylated nitronorbornenes from nitroethenephosphonates and cyclopentadienes. The structures of the products were studied by IR and H-1 and P-31 NMR spectroscopy. A single crystal X-ray diffraction study of bis(2-chloroethyl) 3-bromo-3-...

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Published inRussian journal of general chemistry Vol. 74; no. 4; pp. 523 - 529
Main Authors Berestovitskaya, VM, Anisimova, NA, Litvinov, IA, Kuzhaeva, AA, Berkova, GA, Gubaidullin, AT, Deiko, LI
Format Journal Article
LanguageEnglish
Published NEW YORK MAIK NAUKA/INTERPERIODICA 01.04.2004
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
SULFONAMIDES
SERIES
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Summary:A procedure was suggested for preparing previously unknown phosphorylated nitronorbornenes from nitroethenephosphonates and cyclopentadienes. The structures of the products were studied by IR and H-1 and P-31 NMR spectroscopy. A single crystal X-ray diffraction study of bis(2-chloroethyl) 3-bromo-3-nitrobicyclo[2.2.1]-5-heptene-2-phosphonate showed that the steric arrangement of the bicyclic fragment is typical of norbornenes. It is the endo-(NO2) diastereomer in which Br and P(O)(OC2H4Cl)(2) substituents are eclipsed, and C-2-C-3 and C-3-NO2 bonds are noticeably elongated.
ISSN:1070-3632
DOI:10.1023/B:RUGC.0000031850.60693.3a