21912-23-2Relevant articles and documents
The synthesis of 3-amino-3-methylbicyclo[3.3.1]nonanes: Endo-selectivity in the Ritter reaction of 1,3,5,7α-tetramethylbicyclo[3.3.1]nonan-3-ol
Jirgensons, Aigars,Kauss, Valerjans,Mishnev, Anatolij F.,Kalvinsh, Ivars
, p. 3527 - 3530 (1999)
1,3,5,7α- and 1,3,5,7β-Tetramethylbicyclo[3.3.1]nonan-3-ols 3a and 3b were prepared from the corresponding ketones 2a and 2b. 7α-Methyl isomer 3a gave selectively endo-3α-N-formylaminobicyclononane 10 in the Ritter reaction with trimethylsilyl cyanide. 7β-Methyl epimer 3b suffered water elimination resulting in bicyclo[3.3.1]non-2-ene 12 under the same reaction conditions. The endo-amide structure was confirmed by X-ray analysis. The Royal Society of Chemistry 1999.
Ethynyl adamantane derivatives and methods of polymerization thereof
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, (2008/06/13)
1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1-ethynyldiamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane as new compositions of matter, and a method of forming them in which adamantane; 1,3-dimethyladamatane; 1-hydroxy-3,5-dimethyladamantane; 1,1'-biadamantane and diamantane are each brominated to form a bromo derivative thereof; the bromo derivative is reacted with vinyl bromide in the presence of a Friedel-Crafts catalyst to convert it to its corresponding 2,2-dibromoethyl derivative and the 2,2-dibromoethyl derivative is subjected to dehydrohalogenation to convert it to its final ethynyl form. The 1,3-diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be heat cured to form homopolymers having useful commercial properties. 1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be polymerized in the presence of a suitable metal or peroxide catalyst.