Chinese Science Bulletin

, Volume 52, Issue 11, pp 1581–1584 | Cite as

C-H···Pd(II) interaction-driven homochiral M helix formation of neutral (R,R)-bis(pyrrol-2-ylmethyl-eneamino) cyclohexane palladium(II) complex

  • Shan XuFeng 
  • Wu LiZhu 
  • Zhang LiPing 
  • Tung ChenHo 
Brief Communication Inorganic Chemistry


A chiral complex of (R,R)-Pd was prepared by reaction of optically pure (R,R)-bis(pyrrol-2-ylmethyl-eneamino) cyclohexane ligand with Pd(OAc)2·2H2O under the base condition at room temperature. The weak intermolecular C-H···Pd interaction was found to be responsible for the homochiral M helix formation of the neutral, chiral, mononuclear (R,R)-Pd in the crystal packing.


X-ray crystal structure intermolecular C-H···Pd interaction helical structure 


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  1. 1.
    Lehn J M. Supramolecular Chemistry Concepts and Perspectives. Weinheim: VCH, 1995Google Scholar
  2. 2.
    Fujita M. Comprehensive Supramolecular Chemistry. Oxford: Pergamon, 1996Google Scholar
  3. 3.
    Piguet C, Bernardinelli G, Hopfgartner G. Helicates as versatile supramolecular complexes. Chem Rev, 1997, 97(6): 2005–2062CrossRefGoogle Scholar
  4. 4.
    Knof U, von Zelewsky. Predetermined chirality at metal centers. Angew Chem Int Ed, 1999, 38: 302–322CrossRefGoogle Scholar
  5. 5.
    Mizutani T, Yagi S, Morinaga T, et al. Helical chirality induction by point chirality at helix terminal. J Am Chem Soc, 1999, 121(4): 754–759CrossRefGoogle Scholar
  6. 6.
    Amendola V, Fabbrizzi L, Mangano C, et al. M and P double helical complexes of copper(I) with bis-imino bis-quinoline enantiomerically pure chiral ligands. Inorg Chem, 2000, 39(25): 5803–5806CrossRefGoogle Scholar
  7. 7.
    Wu Z K, Chen Q Q, Ma J S, et al. Double-stranded helicates, triangles, and squares formed by the self-assembly of pyrrol-2-ylme-thyleneamines and ZnII Ions. Angew Chem Int Ed, 2003, 42(28): 3271–3274CrossRefGoogle Scholar
  8. 8.
    Wood T E, Dalgleish N D, Thompson A, et al. Stereochemically stable double-helicate dinuclear complexes of bis(dipyrromethene)s: a chiroptical study. J Am Chem Soc, 2005, 127(16): 5740–5741CrossRefGoogle Scholar
  9. 9.
    Wood T E, Ross A C, Thompson A, et al. Dinuclear zinc (II) double-helicates of homochirally substituted bis(dipyrromethene)s. J Org Chem, 2005, 70(24): 9967–9974CrossRefGoogle Scholar
  10. 10.
    Al-Sheikh-Ali A, Cameron K S, Thompson A, et al. Highly diastereoselective templated complexation of dipyrromethenes. Org Lett, 2005, 7(21): 4773–4775CrossRefGoogle Scholar
  11. 11.
    Wiznycia A V, Desper H, Levy C J. Monohelical iron(II) and zinc(II) complexes of a (1R,2R)-cyclohexyl salen ligand with benz[a]anthryl sidearms. Inorg Chem, 2006, 45(25): 10034–10036CrossRefGoogle Scholar
  12. 12.
    Prabhakar M, Zacharias P S, Das S K. Self-assembly of a fluorescent chiral zinc (II) complex that leads to supramolecular helices. Inorg Chem, 2005, 44(8): 2585–2587CrossRefGoogle Scholar
  13. 13.
    Pradeep P C, Zacharias P S, Das S K. A chiral copper complex forms supramolecular homochiral helices via O-H···Cl-Cu interactions. Eur J Inorg Chem, 2005, (17): 3405–3408Google Scholar
  14. 14.
    Wen H R, Wang C F, Li Y Z, et al. Chiral molecule-based ferrimagnets with helical structures. Inorg Chem, 2006, 45(18): 7032–7034CrossRefGoogle Scholar
  15. 15.
    Braga D, Grepioni F, Tedesco E. Hydrogen bonding in organometallic crystals. 6. X-H···M hydrogen bonds and M···(H-X) pseudo-agostic bonds. Organometallics, 1997, 16(9): 1846–1856CrossRefGoogle Scholar
  16. 16.
    Brammer L. Metal and hydrogen bonds. Dalton Trans, 2003, (16): 3145–3157Google Scholar
  17. 17.
    Calhorda M J. Weak hydrogen bonds: theoretical studies. Chem Commun, 2000, (10): 801–809Google Scholar
  18. 18.
    Yang L Y, Chen Q Q, Ma J S, et al. Self-assembly of bis(pyrrol-2-ylmethyleneamine) ligands with CuII controlled by bridging[-(CH2)-]n spacers and weak intermolecular C-H···Cu hydrogen bonding. Eur J Inorg Chem, 2004, (7): 1478–1487Google Scholar
  19. 19.
    Alyea E C, Ferguson G, Kannan S. Intermolecular hydrogen···metal interactions. The crystal structure of {cis-[PdCl2(TPA)2]}2·H2O, a water-soluble palladium(II) tertiary phosphine complex. Chem Commun, 1998, (3): 345–346Google Scholar
  20. 20.
    Bacchi A, Carcelli M, Gabba L, et al. Syntheses, characterization and X-ray structure of palladium(II) and nickel(II) complexes of tetradentate pyrrole containing ligands. Inorg Chim Acta, 2003, 342: 229–235CrossRefGoogle Scholar
  21. 21.
    Goshe A J, Steele I M, Bosnich B. Supramolecular recognition. Terpyridyl palladium and platinum molecular clefts and their association with planar platinum complexes. J Am Chem Soc, 2003, 125(2): 444–451CrossRefGoogle Scholar
  22. 22.
    Fujita J, Shimura Y. Spectroscopy and Structure of Metal Chelate Compounds. Nakamoto K, McCarthy P J, eds. New York: John Wiley and Sons, 1968. Chapter 5, and references therein.Google Scholar
  23. 23.
    Larrow J F, Jacobsen E N, Gao Y, et al. A practical method for the large-scale preparation of [N,N′-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato (2-)]manganese(III) chloride, a highly enantioselective epoxidation catalyst. J Org Chem, 1994, 59(7): 1939–1942CrossRefGoogle Scholar

Copyright information

© Science In China Press 2007

Authors and Affiliations

  • Shan XuFeng 
    • 1
  • Wu LiZhu 
    • 1
  • Zhang LiPing 
    • 1
  • Tung ChenHo 
    • 1
  1. 1.Laboratory of Organic Optoelectronic Functional Materials and Molecular Engineering, Technical Institute of Physics and Chemistry & Graduate UniversityChinese Academy of SciencesBeijingChina

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