13181-10-7Relevant articles and documents
Experimental evidence of chalcogen bonding at oxygen
Fellowes, Thomas,Harris, Benjamin L.,White, Jonathan M.
supporting information, p. 3313 - 3316 (2020/04/02)
An o-nitro-O-Aryl oxime was observed to exhibit a short O?O contact, which exhibited characteristics consistent with a chalcogen bond. The O-N bond length of the oxime was appreciably longer than the expected value, and NBO calculations indicated the presence of a n(O) → (O-N) orbital delocalisation. Topological analysis of the experimental electron density of two analogues shows the presence of a bond path between the two oxygen atoms, with (r) and 2(r) values consistent with an electrostatic interaction. Finally, electrostatic potential calculations indicate the presence of a-hole, the smoking gun indicating a Ch-bond. These results are unusual as oxygen is not typically considered to be a Ch-bond donor, especially in unactivated systems such as oximes.
FORMATION OF O,N-DISUBSTITUTED HYDROXYLAMINES AND KETOXIME ESTERS IN REACTIONS BETWEEN TRIAZENE 1-OXIDES AND BASES
Zlotin, S. G.,Prokshits, O. V.,Strelenko, Yu. A.,Luk'yanov, O. A.
, p. 1895 - 1900 (2007/10/02)
A new method has been put forward for the synthesis of O,N-disubstituted hydroxylamines and ketoxime esters that is based on the reaction of triazene 1-oxides containing strong electron-withdrawing substituents with bases.Keywords: O,N-disubstituted hydroxylamines, ketoximes, triazene 1-oxides, aryldiazonium tetrafluoroborates, bases.
SYNTHESIS OF DIAZIRIDINES FROM OXIME ESTERS
Makhova, N. N.,Petukhova, V. Yu.,Khmel'nitskii, L. I.
, p. 1858 - 1862 (2007/10/02)
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