Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 4
550
Views
17
CrossRef citations to date
0
Altmetric
Original Articles

First Catenane‐Containing Phosphino Groups: A Step toward a Catenane Ligand

, , , &
Pages 553-558 | Received 01 Dec 2006, Published online: 27 Feb 2008

References

  • Dietrich‐Buchecker , C. and Sauvage , J.‐P. 1987 . Interlocking of molecular threads: from the statistical approach to the templated synthesis of catenands . Chem. Rev. , 87 : 795 – 810 .
  • Amabilino , D. B. and Stoddart , J. F. 1995 . Interlocked and intertwined structures and superstructures . Chem. Rev. , 95 : 2725 – 2828 .
  • Sauvage , J.‐P. and Dietrich‐Buchecker , C. 1999 . Molecular Catenanes, Rotaxanes, and Knots Weinheim : Wiley‐VCH .
  • Balzani , V. , Credi , A. , Mattersteig , G. , Matthews , O. A. , Raymo , F. M. , Stoddart , J. F. , Venturi , M. , White , A. J. P. and Williams , D. J. 2000 . Switching of pseudorotaxanes and catenanes incorporating a tetrathiafulvalene unit by redox and chemical inputs . J. Org. Chem. , 65 : 1924 – 1936 .
  • Balzani , V. , Credi , A. , Langford , S. J. , Raymo , F. M. , Stoddart , J. F. and Venturi , M. 2000 . Constructing molecular machinery: a chemically switchable [2]catenane . J. Am. Chem. Soc. , 122 : 3542 – 3543 .
  • Pease , A. R. , Jeppesen , J. O. , Stoddart , J. F. , Luo , Y. , Collier , C. P. and Heath , J. R. 2001 . Switching devices based on interlocked molecules . Acc. Chem. Res. , 34 : 433 – 444 .
  • Deng , W.‐Q. , Flood , A. H. , Stoddart , J. F. and Goddard , W. A. 2005 . An electrochemical color‐switchable RGB dye: Tristable [2]catenane . J. Am. Chem. Soc. , 127 : 15994 – 15995 .
  • Ashton , P. R. , Balzani , V. , Credi , A. , Kocian , O. , Pasini , D. , Prodi , L. , Spencer , N. , Stoddart , J. F. , Tolley , M. S. , Venturi , M. , White , A. J. P. and Williams , D. J. 1998 . Molecular meccano, 35: Cyclophanes and [2]catenanes as ligands for transition metal complexes: Synthesis, structure, absorption spectra, and excited state and electrochemical properties . Chem. Eur. J. , 4 : 590 – 607 .
  • Hu , Y.‐Z. , Bossmann , S. H. , van Loyen , D. , Schwarz , O. and Dürr , H. 1999 . A novel 2,2′‐bipyridine[2]catenane and its ruthenium complex: Synthesis, structure, and intramolecular electron transfer—A model for the photosynthetic reaction center . Chem. Eur. J. , 5 : 1267 – 1277 .
  • Theil , A. , Mauve , C. , Adeline , M.‐T. , Marinetti , A. and Sauvage , J.‐P. 2006 . Phosphorus‐containing [2]catenanes as an example of interlocking chiral structures . Angew. Chem. , 118 : 2158 – 2161 .
  • Hunter , C. A. 1992 . Synthesis and structure elucidation of a new [2]‐catenane . J. Am. Chem. Soc. , 114 : 5303 – 5311 .
  • Vögtle , F. , Meier , S. and Hoss , R. 1992 . One‐step synthesis of a fourfold functionalized catenane . Angew. Chem., Int. Ed. Engl. , 31 : 1619 – 1622 .
  • Ottens‐Hildebrandt , S. , Meier , S. , Schmidt , W. and Vögtle , F. 1994 . Isomeric catenanes of lactam type and their formation mechanism . Angew. Chem., Int. Ed. Engl. , 33 : 1767 – 1770 .
  • Johnston , A. G. , Leigh , D. A. , Nezhat , L. , Smart , J. P. and Deegan , M. D. 1995 . Structurally diverse and dynamically versatile benzylic amide [2]catenanes assembled directly from commercially available precursors . Angew. Chem., Int. Ed. Engl. , 34 : 1212 – 1216 .
  • Leigh , D. A. , Moody , K. , Smart , J. P. , Watson , K. J. and Slawin , A. M. Z. 1996 . Catenane chameleons: environment‐sensitive translational isomerism in amphiphilic benzylic amide [2]catenanes . Angew. Chem., Int. Ed. Engl. , 35 : 306 – 310 .
  • Kidd , T. J. , Leigh , D. A. and Wilson , A. J. 1999 . Organic “magic rings”: The hydrogen bond‐directed assembly of catenanes under thermodynamic control . J. Am. Chem. Soc. , 121 : 1599 – 1600 .
  • Safarowsky , O. , Vogel , E. and Vögtle , F. 2000 . Amide‐based [3]catenanes and [2]catenanes with aliphatic chains . Eur. J. Org. Chem. , : 499 – 505 .
  • Furusho , Y. , Shoji , J. , Watanabe , N. , Kihara , N. , Adachi , T. and Takata , T. 2001 . Chemical modification of amide‐based catenanes and rotaxanes I: Synthesis of secondary amine [2]catenanes and [2]rotaxanes by the borane reduction of secondary amide [2]catenanes and [2]rotaxanes and mobility of their components . Bull. Chem. Soc. Jpn. , 74 : 139 – 147 .
  • Zeng , F. and Zimmerman , S. C. 1996 . Rapid synthesis of dendrimers by an orthogonal coupling strategy . J. Am. Chem. Soc. , 118 : 5326 – 5327 .
  • Herd , O. , Heßler , A. , Hingst , M. , Tepper , M. and Stelzer , O. 1996 . Water soluble phosphines, VIII: Palladium‐catalyzed P‐C cross coupling reactions between primary or secondary phosphines and functional aryl iodides—A novel synthetic route to water‐soluble phosphines . J. Organomet. Chem , 522 : 69 – 76 .
  • Leigh , D. A. , Murphy , A. , Smart , J. P. and Slawin , A. M. Z. 1997 . Glycylglycine rotaxanes—The hydrogen bond directed assembly of synthetic peptide rotaxanes . Angew. Chem., Int. Ed. Engl. , 36 : 728 – 732 .
  • Seel , C. , Parham , A. H. , Safarowsky , O. , Hübner , G. M. and Vögtle , F. 1999 . How selective threading of amides through macrocylic lactam wheels leads to rotaxane synthesis . J. Org. Chem. , 64 : 7236 – 7242 .
  • Fustin , C.‐A. , Bailly , C. , Clarkson , G. J. , Groote , P. D. , Galow , T. H. , Leigh , D. A. , Robertson , D. , Slawin , A. M. Z. and Wong , J. K. Y. 2003 . Mechanically linked polycarbonate . J. Am. Chem. Soc. , 125 : 2200 – 2207 .
  • Huff , B. E. , Koenig , T. M. , Mitchell , D. and Staszak , M. A. 1998 . Synthesis of unsymmetrical biaryls using a modified Suzuki cross‐coupling: 4‐Biphenylcarboxaldehyde . Org. Synth. , 75 : 53 – 60 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.