65602-08-6Relevant academic research and scientific papers
ALKYLATION OF ARSENIC AND PHOSPHORUS β-KETOYLIDES
Nesmeyanov, Nik. A.,Kharitonov, V. G.,Zhuzhlikova, S. T.,Petrovskii, P. V.,Antipin, M. Yu.,et al.
, p. 1417 - 1428 (2007/10/02)
The dual reactivity of a series of arsenic and phosphorus β-ketoylides in alkylation reactions and the effect of various factors on the reaction path were studied.The arsenic ketoylides were more susceptible to C-alkylation than the phosphorus ylides.In a number of cases C-alkylation was accompanied by secondary O-alkylation.The proportion of O-alkylation increases sharply in the transition from methyl iodide to methyl bromide and then to Me3O(1+)BF4(1-) and also in the series MeI, PhCH2I, EtI.The introduction of alkyl substituents at the α position greatly hinders C-alkylation.Only one of the two possible geometric isomers is always formed during the reactions at the oxygen center.X-ray crystallographic analysis of triphenyl(2-methoxy-1-propenyl)arsonium iodide showed that this compound was the Z isomer.
