Photochemical preparation of 1,3,5,7-tetracyanoadamantane and its conversion to 1,3,5,7-tetrakis(aminomethyl)adamantane

Organic Letters

Volumn 6, Issue 11, 2004, Pages 1705-1707

  Lee, Ging S ^a   Bashara, Jude N ^a   Sabih, Ghiwa ^a   Oganesyan, Asmik ^a   Godjoian, Gayane ^a   Duong, Hieu M ^a   Marinez, Eric R ^a   Gutiérrez, Carlos G ^a  

^a CALIFORNIA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,3,5,7 TETRABROMOADAMANTANE; 1,3,5,7 TETRACYANOADAMANTANE; 1,3,5,7 TETRAKIS(AMINOMETHYL)ADAMANTANE; ADAMANTANE DERIVATIVE; BORANE DERIVATIVE; BROMINE DERIVATIVE; CARBON; CHLORINE; CYANIDE; HALOGEN; IODINE; METHYL GROUP; RADICAL; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; PHOTOCHEMISTRY; REDUCTION; SYNTHESIS;

ADAMANTANE; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PHOTOCHEMISTRY;

EID: 2942536776     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036526g     Document Type: Article

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13. -1.
14. -1.
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23. max = 262 nm.
24. 13C NMR (DMSO) δ 56.69, 55.69, 52.00, 51.00.
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26. 2 react with adamantane to produce 1,3,5-tribromoadamantane in low yield: (a) Tolstikov, H. A.; Lerman, B. M.; Aref'eva, Z. Tetrahedron Lett. 1972, 31, 3191. (b) Baughman, G. L. J. Org. Chem. 1963, 29, 238.
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28. max = 257 nm.
29. -1.
30. -1.
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32. + calcd 253.2391, found 253.2388.
33. -1.