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Addition of Nitromethane to a Disilene and a Digermene: Comparison to Surface Reactivity and the Facile Formation of 1,3,2‐Dioxazolidines
Author(s) -
Tashkandi Nada Y.,
Parsons Frederick,
Guo Jiacheng,
Baines Kim M.
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201409707
Subject(s) - nitromethane , chemistry , ring (chemistry) , reactivity (psychology) , oxime , stereochemistry , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology
The addition of nitromethane to tetramesityldisilene and tetramesityldigermene leads to the formation of the novel 1,3,2,4,5‐dioxazadisil‐ and digermolidine ring systems, respectively. The 1,3,2,4,5‐dioxazadisilolidine isomerizes to the 1,4,2,3,5‐dioxazadisilolidine ring system, whereas the 1,3,2,4,5‐dioxazadigermolidine undergoes ring opening to the isomeric oxime. The preferential formation of the 1,3,2,4,5‐dioxazadisilolidine, and its rearrangement to a 1,4,2,3,5‐dioxazadisilolidine, provides support for the suggested reaction pathway between nitromethane and the Si(100) 2×1 reconstructed surface.