Triarylamine-N-oxides. I. The First Attempt of (4,4´,4´´- Trimethyl)triphenylamine-n-oxide Synthesis and direct Proof of its Formation

Vladimir Bulavka; Alexandr Gekhman; Konstantin Koshelev

doi:10.3390/ecsoc-4-01864

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A Chiral Silyl Ether as Auxiliary for the Asymmetric Nucleophilic Addition to a- and b-Silyloxy Carbonyl Compounds

Triarylamine-N-oxides. I. The First Attempt of (4,4´,4´´- Trimethyl)triphenylamine-n-oxide Synthesis and direct Proof of its Formation

Vladimir N. Bulavka

^{*

1},

Alexandr E. Gekhman

²,

Konstantin K. Koshelev

¹ Slavich Company, 2 Mendeleev sq., Pereslavl-Zalessky, Yaroslavl region, 152020, Russian Federation
² N. S. Kurnakov Institute of Inorganic Chemistry RAS, 31 Leninsky Pr., Moscow, 117071, Russian Federation

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01864

Abstract: Triarylamine-N-oxides are mainly of interest to theoretical organic chemists. The first mention of triphenylamine-N-oxide (I) [1] was an erroneous one. In fact, in the original paper [2] I has not been described. In reference [3] the acetone solution of the I : UO2Cl2 1:1 complex was described without any experimental data for the above mentioned complex or for the ligand preparation. Up to the present time no synthetic procedure for triarylamine-N-oxide preparation were described. Their stability seems tobe much lower than the stability of other known amine-N-oxides. In our opinion, (4,4¢,4¢¢-trimethyl)- triphenylamine (II) forms a relatively stable (4,4¢,4¢¢-trimethyl)-triphenylamine-N-oxide (III).

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Vladimir Bulavka

Alexandr Gekhman

Konstantin Koshelev