113237-16-4Relevant academic research and scientific papers
SYNTHESIS OF Z-1-BROMO-1-ALKENYLBENZENES
Oliva, Alfonso,Molinari, Aurora
, p. 837 - 842 (2007/10/02)
Z-1-Bromo-1-alkenylbenzenes are synthesized by bromination-desilicobromination of (E-1-phenyl-1-alkenyl)trimethylsilanes.
Decomposition et proprietes electrophiles des carbenoides monohalogenes non fonctionnels
Villieras, J.,Rambaud, M.,Kirschleger, B.,Tarhouni, R.
, p. 837 - 843 (2007/10/02)
Geminal substitution of a carbon atom by a halogen atom and a lithium atom gives rise to electrophilic properties and great instability to the corresponding α-monohalogenoalkyllithium.From NMR data, it appears that the functional carbon atom exhibits an electron deficiency in connection with an intramolecular halogen-lithium coordination.This description is in agreement with the structure proposed for LiCH2F on the basis of "ab initio" calculations.Electronic and steric effects of the other substituents of the functional carbon atom and the influence of the reaction medium (basicity of solvents, Lewis acidity of associated salts) on the variation of electrophilic and nucleophilic behaviour and stability of carbenoids (mono, di, trihalogeno) can be rationalized on the basis of this metallocarbenium halogenide structure.
