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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 17
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Original Articles

Preparation of Novel, Functionalized 1,10-Phenanthrolines

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Pages 2943-2951 | Received 21 Mar 1997, Published online: 22 Aug 2006

References and Notes

  • Vydra , F. and Kopanica , M. 1963 . Chemist-Analyst , 52 : 88 – 94 .
  • Lei , Y. and Anson , F. C. 1995 . Inorg. Chem. , 34 : 1083 – 1089 .
  • Luke , C. L. and Campbell , M. E. 1953 . Anal. Chem. , 25 : 1588
  • Blair , D. and Diehl , H. 1961 . Talanta , 7 : 163 – 174 .
  • “Inhibition of HIV-1 replication by complexes of bathocuproinedisulfonic acid and cuprous chloride,” Pallenberg, Alexander J.; Marschner, Thomas M.; Patt, Leonard M.; Branca, Andrew A.; VIth International Antiviral Symposium- Nice, France, 1994, 22, (abstract). The isomers were separated by reverse-phase HPLC using a C-18 column and 16% acetonitrile in 0.1% trifluoroacetic acid and identified by 2-dimensional 1H and 13C NMR.
  • Davis , D. A. , Branca , A. A. , Pallenberg , A. J. , Marschner , T. M. , Patt , L. M. , Chatlynne , L. G. , Humphrey , R. W. , Yarchoan , R. and Levine , R. L. 1995 . Arch. Biochem. Biophys. , 322 : 127 – 134 .
  • “Inhibition of HIV-1 protease and HIV-1 replication by copper containing compounds,” Davis, David A.; Branca, Andrew A.; Pallenberg, Alexander J.; Marschner, Thomas M.; Patt, Leonard M.; Chatlynne, Louise G.; Levine, Rodney L., First National Conference on Human Retroviruses and Related Infections, 1993, 128 (abstract).
  • De Clercq , E. 1995 . J. Med. Chem. , 38 : 2491 – 2517 .
  • Feng , Y. , Broder , C. C. , Kennedy , P. F. and Berger , E. A. 1996 . Science , 272 : 872 – 877 .
  • Manske , R. H.F. and Kulka , M. 1953 . Org. Reactions , 7 : 59
  • For example, the synthesis of bathocuproine entails two cyclization steps (one for each nitrogen-containing ring) each of which involves the use of boiling sulfuric acid and arsenic pentoxide and has a yield of about 10–15%: Case F. H. Brennan J. A. J. Org. Chem. 1954 19 919
  • Pallenberg , A. J. , Koenig , K. S. and Barnhart , D. M. 1995 . Inorg. Chem. , 34 : 2833 – 2840 .
  • Dietrich-Buchecker , C. O. , Marnot , P. A. and Sauvage , J. P. 1982 . Tetrahedron Lett. , 23 : 5291 This method has recently been refined and extended: Pena-Cabrera, E.; Norrby, P.-A.; Sjögren, M.; Vitagliano, A.; De Felice, V.; Oslob, J.; Ishii, S.; O'Neill, D.; Åkermark, B.; Helquist, P., J. Am. Chem. Soc., 1996, 118, 4299–4313.
  • Testaferri , L. , Tiecco , M. , Tingoli , M. , Chianelli , D. and Montanucci , M. 1983 . Synthesis , : 751 – 755 .
  • Block , E. , Eswarakrishnan , V. , Gernon , M. , Ofori-Okai , G. , Saha , C. , Tang , K. and Zubieta , J. 1989 . J. Am. Chem. Soc. , 111 : 658 – 665 .
  • Wallace , T. J. and Schriesheim , A. 1965 . Tetrahedron , 21 : 2271 – 2280 .
  • Corey , E. J. and Venkateswarlu , A. 1972 . J. Am. Chem. Soc. , 94 : 6190 – 6191 .
  • This compound was analyzed by HPLC using 5% methanol in dichloromethane as eluent on a silica gel column and showed no impurities greater than 2% by peak integration.

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