A molecular electron density theory study of the Lewis acid–catalyzed decomposition reaction of nitroethyl benzoate using aluminum derivatives

The structural aspects of the transformation of 3-nitroisoxazoline-2-oxide to 1-aza-2,8-dioxabicyclo[3.3.0]octane derivatives: Experimental and MEDT theoretical study

Abstract Reaction of 3-nitroisoxazoline-2-oxide with monosubstituted ethenes, first time documented fifty years ago, have been reviewed. Structures of phenyl and cyano derivatives of 1-aza-2,8-dioxabicyclo[3.3.0]octane produced in [3 + 2] cycloaddition (32CA) between styrene and acrylonitrile with 3-nitroisoxazoline-2-oxide were determined through single crystal XRD analysis. The molecular mechanism of the title 32CA has been also analyzed within the Molecular Electron Density Theory (MEDT) based on the M06-2X(PCM)/6-311 + G(d,p) calculations.

CCDC 1898860: Experimental Crystal Structure Determination

Related Article: Przemysław Woliński, Agnieszka Kącka-Zych, Błażej Dziuk, Krzysztof Ejsmont, Agnieszka Łapczuk-Krygier, Ewa Dresler|2019|J.Mol.Struct.|1192|27|doi:10.1016/j.molstruc.2019.04.061

CCDC 1898859: Experimental Crystal Structure Determination

Related Article: Przemysław Woliński, Agnieszka Kącka-Zych, Błażej Dziuk, Krzysztof Ejsmont, Agnieszka Łapczuk-Krygier, Ewa Dresler|2019|J.Mol.Struct.|1192|27|doi:10.1016/j.molstruc.2019.04.061