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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 11
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Original Articles

Convenient Method for Preparation of Aza‐Crown Ethers

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Pages 1569-1573 | Received 21 Oct 2005, Published online: 21 Aug 2006

References

  • Bradshaw , J. S. , Krakowiak , K. E. and Izatt , R. M. 1992 . “ Aza‐Crown Macrocycles ” . 539 Wiley .
  • Stetter , H. and Ross , E. E. 1953 . Ein neues Prinzip zur Darstellung hohergliedriger Ringsysteme, II Mittel: Ringschuss‐Reaktionen bei Sulfonamiden des 2,2′‐Diamino‐diphenyls . Chem. Ber. , 86 : 380 – 383 .
  • Stetter , H. and Mayer , K. H. 1961 . Herstellung und Eigenschaften macrocyclischer Tetramine . Chem. Ber. , 94 : 1410 – 1416 .
  • Tomihoro , T. , Uoto , K. , Shimura , T. and Okuno , H. 1988 . Synthesis of tetra‐aza macrocycles with remarkably high efficiency . J. Heterocycl. Chem. , 25 : 1463 – 1465 .
  • Tomihoro , T. , Uoto , K. and Okuno , H. 1990 . Synthesis of large macrocyclic tetraaza compounds with ethylene backbone: cyclo[‐NH‐(CH2)n‐]4, (n=6, 7, 8, 9, and 10). The formation of 28‐, 32‐, 40‐ and 44‐ member rings . J. Heterocycl. Chem. , 27 : 12331239
  • Uoto , K. , Tomihoro , T. and Okuno , H. 1990 . Preparation of large macrocyclic tetraamines consisting of a methylene backbone and a cyclophane‐type skeleton . J. Heterocycl. Chem. , 27 : 893 – 897 .
  • Atkins , T. J. , Richman , J. E. and Oettle , W. F. 1978 . Macrocyclic Polyamines: 1,4,7,10,13,16‐hexaazacyclooctadecane . Org. Synth. , 58 : 86 – 97 .
  • Richman , J. E. and Atkins , T. J. 1974 . Nitrogen analogs of crown ethers . J. Am. Chem. Soc. , 96 : 2268 – 2270 .
  • Weinstock , L. M. , Stevenson , J. M. , Tomellini , R. B. , Sterling , A. , Pan , S. H. , Utnet , T. , Jobson , R. B. and Reinhold , D. F. 1986 . Characterization of the actual catalytic agent in potassium fluoride or activated alumina systems . Tetrahedron Lett. , 27 : 3845 – 3848 .
  • Ando , T. , Clark , J. H. , Cork , D. G. , Hanafusa , T. , Ichihara , J. and Kimura , T. 1987 . Fluoride‐ alumina reagents: the active basic species . Tetrahedron Lett. , 28 : 1421 – 1424 .
  • Kabashima , H. , Tsuji , H. , Nakata , S. , Tanaka , Y. and Hattori , H. 2000 . Activity for base‐catalyzed reactions and characterization of alumina‐ supported KF catalysis . Appl. Catal. A: Gen. , 194–195 : 227 – 240 .
  • Montenblaut , V. , Monazia , H. , Blondeau , V. , Touchard , R. , Soutif , J.‐C. and Brosse , J.‐C. 1999 . Synthesis of dicarboxymethyl tetrazacyclododecane derivatives for polycondensation . Synth. Commun. , 29 : 4279 – 4294 .
  • Blahe , A. J. , Danks , J. P. , Li , W.‐S. , Lippolil , V. and Schroder , M. 2000 . Synthesis and characterization of pendant‐arm amino derivatives of 1,4,7‐triazacyclononane and alkyl‐bridged bis(1,4,7‐triazacyclononane)macrocycles and complexation to Cu(II) . J. Chem. Soc. Dalton Trans. , 17 : 3034 – 3040 .
  • Rohovec , J. , Vojtisek , P. , Hermann , P. , Ludvik , J. and Lukes , J. 2000 . Derivative of cyclen with three methylene (phenyl) phosphinic acid pendant arms. Synthesis and crystal structures of its lanthanide complexes . J. Chem. Soc. Dalton Trans. , 2 : 141 – 148 .
  • Yamakavi , J. and Ando , T. 1980 . Potassium fluoride on alumina as base for crown ethers synthesis . Chem. Lett. , 9 : 533 – 535 .
  • Yamawaki , J. and Ando , T. 1979 . Potassium fluoride an inorganic solid supports: A search for further efficient reagents promoting hydrogen‐bond‐assisted alkylations . Chem. Lett. , 8 : 755 – 758 .
  • Ouchi , M. , Inone , Y. , Liu , H. , Nagamura , S. , Nakamura , S. , Wada , K. and Hakushi , T. 1990 . Convenient and efficient tosylation of oligoethylene glycols and the related alcohols in tetrahydrofuran–water in the presence of sodium hydroxide . Bull. Chem. Soc. Jpn. , 63 : 1260 – 1262 .
  • Koyama , H. and Yoshino , T. 1972 . Synthesis of some medium‐sized cyclic triamines and their cobalt(III) complexes . Bull. Soc. Chem. Jpn. , 45 : 481 – 484 .
  • Bazzicalupi , C. , Bencini , A. , Fusi , V. and Micheloni , M. 1994 . Synthetic route to produce grant‐size azamacrocycles . J. Org. Chem. , 59 : 7508 – 7510 .
  • Searle , G. H. , Lincoln , S. G. , Teague , S. G. and Rower , D. G. 1979 . Cobalt(III) complexes with 4‐methyldiethylenetriamine [2,2′‐methylimidodi(ethylamine)]: Their separation, characterization and reactions . Aust. J. Chem. , 32 : 519 – 536 .

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