Can I read 1,3-Dipolar cycloadditions of fluorinated allenes and studies of fluorinated trimethylenemethanes on EtoBox?

1,3-Dipolar cycloadditions of fluorinated allenes and studies of fluorinated trimethylenemethanes by Burkholder, Conrad, 1954- is a book available to read on EtoBox.

What is 1,3-Dipolar cycloadditions of fluorinated allenes and studies of fluorinated trimethylenemethanes about?

The 1,3-dipolar cycloadditions of 1,1-difluoroallene 1_, fluoroallene 2, and 1,1-difluoro-3-methyl- 1,2-butadiene 3 are reported. Dipoles studied are diazomethane 4, 2-diazopropane 5, diazofluorene 6, diphenyldiazomethane 7, diphenylnitrone 8, C-phenyl- N-methylnitrone 9, triphenylnitrone 10, mesitylnitrile oxide 1_1_, and tetracyanocarbonyl ylide 12^. Reaction of 1_ with 4 is regiospecific giving 4-(difluoromethylene)-1-pyrazoline. Similar regioselectivity is observed for dipoles 5 through 12_ except for 6 and 7, which give mainly 5-(difluoromethylene)-1- pyrazolines. Regiochemistry is controlled by both electronic and steric interactions. Reaction of 2 with 4 gives only 4-(fluoromethylene)- 1-pyrazoline. Reaction of 2 with 8 gives an 86 to 14 ratio of (E)-and (Z)-4-(fluoromethylene)isoxazolidines. Reactions of 3 with 4, 8, and 9 are regiospecific for the 4- (difluoromethylene)-cycloadducts. The deazetations of the fluorinated 4-methylene- 1 -pyrazolones by photolysis and thermolysis are studied in the gas phase and in solution. The kinetic product ratios of fluorinated methylenecyclopropanes are consistent with trimethylenemethane biradical intermediates. Thermodynamic parameters

Author

Burkholder, Conrad, 1954-

Publisher

1984.

Published

1984

Language

EN