14760-17-9Relevant academic research and scientific papers
A Gentle Method for the Preparation of a Variety of Ylides (As, Sb, Bi, S, Te, Thiouronium) from Diazo Compounds
Glidewell, Christopher,Lloyd, Douglas,Metcalfe, Shirley
, p. 319 - 321 (2007/10/02)
Bis(hexafluoroacetylacetonato)copper(II) is a very effective catalyst for the preparation of ylides from diazo compounds under mild conditions even down to room temperature.It appears that the lower the temperature at which the reaction can be conducted the purer the product which results.Its use in preparing arsonium, stibonium, bismuthonium, sulphonium, telluronium, and thiouronium ylides is described.
TRITOLYLARSONIUM AND TRIS(METHOXYPHENYL)ARSONIUM YLIDES THE EFFECTS OF ortho-SUBSTITUENTS IN TRIARYLARSONIUM GROUPS ON THE PROPERTIES OF YLIDES
Harris, Gordon S.,Lloyd, Douglas,MacDonald, William A.,Gosney, Ian
, p. 297 - 304 (2007/10/02)
A number of tritolylarsonium and tris(methoxyphenyl)arsonium cyclopentadienylides and other ylides have been prepared and their properties (basicity, NMR spectra, reactions with aldehydes and nitrosobenzene, acetylation, and methanolysis) have been investigated.Substituents in the m- or p-positions of triarylarsonium groups have little effect on properties, but o-substituents result in markedly lower reactivity and lower basicity, and these ylides were also more difficult to prepare.NMR spectra gave indication of crowding in some of these o-substituted ylides.The effects of the o-substituents are discussed. p-Methyl- and p-methoxy-substituents increased the proportion of anil to ketoxime formed in reactions with nitrosobenzene, but the o-methoxy analogue gave only ketoxime.
THE EFFECTS OF DIFFERENT COPPER (AND SOME OTHER) CATALYSTS ON THE CONVERSION OF TRIPHENYL- AND TETRAPHENYL-DIAZOCYCLOPENTADIENES AND OF SOME PHENYLIODONIUM αα'-DICARBONYLYLIDES INTO ARSONIUM AND OTHER YLIDES
Hood, J. Nicholas C.,Lloyd, Douglas,MacDonald, William A.,Shepherd, T. Maurice
, p. 3355 - 3358 (2007/10/02)
Diazo-compounds or iodonium ylides may be converted into arsonium and other ylides when heated in solution with triphenylarsine or other suitable carbene (or carbenoid) acceptor, and with a suitable Cu derivative present.The effects of using different copper complexes and salts are described and discussed.Other metal derivatives were for the most part ineffetive as catalysts.
