76207-23-3Relevant academic research and scientific papers
gem-Dimethyl Effect in a Grignard Reagent Cyclization-Cleavage Rearrengament
Hill, Alexander E.,Link, Daniel C.,Donndelinger Peter
, p. 1177 - 1182 (2007/10/02)
(2,2-Dimethyl-4-penten-1-yl)magnesium bromide (1) is in equilibrium with its cyclic isomer, magnesium bromide (2).The equilibrium constant for this cyclization has a value of 2E-3.The gem-dimethyl substitution leads to an increase of a factor of about 22 in the equilibrium constant and also retards the rate of cleavage of 2.The sources of the gem-dimethyl effect in this system are discussed.
