931-98-6Relevant academic research and scientific papers
Synthesis of Bridgehead Fluorides by Fluorodeiodination
Della, Ernest W.,Head, Nicholas J.
, p. 2850 - 2855 (2007/10/02)
Fluorodeiodination is found to be an attractive procedure for the synthesis of bridgehead fluorides.Thus, treatment of the corresponding iodide with xenon difluoride in dichloromethane at ambient temperature generally leads to high yields of the fluoride.Evidence suggests the intermediacy of the bridgehead cation in this reaction, and accordingly the substrates which are unfavorable disposed to fluorodeiodination are the bicycloalkyl iodides.In this context the isolation of a small quantity of methyl 4-fluorobicyclohexane-1-carboxylate (46, R= COOMe) is significant because it represents the first occasion on which the elusive 1-bicyclohexyl cation has been trapped.We have also demonstrated that synthesis of the iodides themselves can be accomplished efficiently both by Barton halodecarboxylation and by treatment of the carboxylic acid with lead tetraacetate and iodine.
Rod-Like Organic Molecules. Energy-Transfer Studies Using Single-Photon Counting
Zimmerman, Howard E.,Goldman, Theodore D.,Hirzel, Timothy K.,Schmidt, Steven P.
, p. 3933 - 3951 (2007/10/02)
The synthesis of rod-like molecules was devised wherein the rods were composed of bicyclooctane units bonded bridgehead to bridgehead.Various end chromophores were placed at the terminal bridgehead sites of -rods and -rods, these being consti
SYNTHESIS OF BRIDGEHEAD CHLORO-, BROMO- AND IODOBICYCLOOCTANES
Kopecky, Jan,Smejkal, Jaroslav
, p. 2965 - 2970 (2007/10/02)
The paper describes transformations of hydroxy-, acetoxy- or methoxy-bridgehead bicyclooctanes into bridgehead chloro, bromo or iodo derivatives by action of inorganic halides in the medium of orthophosphoric or polyphosphoric acids.
