Enantioselective Self‐Assembly of Bimetallic [MnII (Δ)‐CrIII(C2O4)3]− and [MnII (Λ)‐CrIII(C2O4)3]− Layered Anionic Networks Templated by the Optically Active (Rp)‐ and (Sp)‐[1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5]+ Ions
10.1002/chem.200305760
Crossref journal-article
Wiley
Chemistry – A European Journal (311)
Abstract

AbstractThe ferrocenic ammonium (Rp)‐ and (Sp)‐[1‐CH2NR3‐‐2‐CH3C5H3FeC5H5] iodide salts with R=CH3, C2H5, n‐C3H7, n‐C4H9, were synthesized starting from the (Rp)‐ and (Sp)‐[1‐CH2N(CH3)2‐2‐CH3C5H3FeC5H5] amines obtained in their optically active forms through asymmetric cyclopalladation of [C5H5FeC5H4CH2N(CH3)2]. 1H NMR studies of these planar chiral 1,2‐disubstituted ferrocenic ammonium iodide salts in the presence of the (Δ)‐(tris(tetrachlorobenzenediolato)phosphate(V) anion), [(Δ)‐Trisphat] support the formation of specific diastereomeric ion pairs. Such intermolecular interactions can be related to the self‐assembly of the two‐dimensional optically active compounds {[(Sp)‐1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5][Mn (Δ)‐Cr(C2O4)3]} and {[(Rp)‐1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5][Mn (Λ)‐Cr(C2O4)3]} starting from the resolved (Rp)‐ and (Sp)‐[1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5]+ ion associated to the racemic anionic building block rac‐[Cr(C2O4)3]3− and Mn2+. Both enantiomeric forms of the networks behave as ferromagnets with a Curie temperature of 5.7 K.

Bibliography

Gruselle, M., Thouvenot, R., Malézieux, B., Train, C., Gredin, P., Demeschik, T. V., Troitskaya, L. L., & Sokolov, V. I. (2004). Enantioselective Self‐Assembly of Bimetallic [MnII (Δ)‐CrIII(C2O4)3]− and [MnII (Λ)‐CrIII(C2O4)3]− Layered Anionic Networks Templated by the Optically Active (Rp)‐ and (Sp)‐[1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5]+ Ions. Chemistry – A European Journal, 10(19), 4763–4769. Portico.

Authors 8
  1. Michel Gruselle (first)
  2. René Thouvenot (additional)
  3. Bernard Malézieux (additional)
  4. Cyrille Train (additional)
  5. Patrick Gredin (additional)
  6. Tatiana V. Demeschik (additional)
  7. Ludmila L. Troitskaya (additional)
  8. Viatcheslav I. Sokolov (additional)
References 71 Referenced 36
  2. 10.1021/ic9904135
  3. 10.1021/ic010363f
  4. 10.1002/chir.10023
  6. 10.1038/35016183
  7. 10.1038/37323
  8. 10.1038/35016043
  9. 10.1016/S0301-0104(00)00284-6
  11. 10.1021/ja00044a004
  12. 10.1246/cl.1992.1975
  14. 10.1016/0020-1693(93)03711-I
  15. 10.1021/ja00100a016
  16. 10.1021/ic960838g
  18. 10.1039/a607182a
  19. 10.1021/ja00154a022
  21. 10.1021/ic0008870
  22. 10.1038/35044035
  23. 10.1002/(SICI)1521-4095(199905)11:7<558::AID-ADMA558>3.0.CO;2-2
  25. 10.1080/10587259508031853
  26. 10.1080/10587259908028854
  27. 10.1023/A:1012657115015
  28. 10.1021/ic970531x
  29. 10.1021/ic980306v
  30. 10.1107/S0108270199003339
  32. 10.1039/DT9960001839
  33. 10.1021/ic950703v
  34. 10.1016/S0022-328X(01)00902-0
  35. 10.1007/s00706-002-0491-x
  36. 10.1021/ja0002619
  37. {'key': 'e_1_2_6_37_2', 'first-page': '766', 'volume': '58', 'author': 'Atovmyan L. O.', 'year': '1993', 'journal-title': 'J. E. T. P. Lett.'} / J. E. T. P. Lett. by Atovmyan L. O. (1993)
  38. 10.1021/ic970531x
  39. 10.1023/A:1017985018577
  40. 10.1021/cm011155o
  41. 10.1039/a803904f
  43. 10.1007/978-1-4613-1035-8_47
  44. {'key': 'e_1_2_6_44_2', 'first-page': '531', 'volume': '32', 'author': 'Caussin P.', 'year': '1989', 'journal-title': 'Adv. X‐ray anal.'} / Adv. X‐ray anal. by Caussin P. (1989)
  46. {'key': 'e_1_2_6_46_2', 'first-page': '122', 'volume': '32', 'author': 'Sokolov V. I.', 'year': '1978', 'journal-title': 'Chimia'} / Chimia by Sokolov V. I. (1978)
  47. 10.1016/S0022-328X(00)83942-X
  48. 10.1351/pac198355111837
  49. 10.1023/A:1011377611293
  50. 10.1021/om00020a013
  51. J. Vaissermann PhD Université Pierre et Marie Curie Paris 1974.
  53. 10.1002/ange.19971090628
  54. 10.1002/anie.199706081
  55. 10.1021/om010286w
  56. {'key': 'e_1_2_6_55_2', 'first-page': '3997', 'author': 'Ratni H.', 'journal-title': 'Organometallics'} / Organometallics by Ratni H.
  58. 10.1016/S1631-0748(02)01372-3
  59. 10.1021/om010161r
  60. 10.1021/cm020330d
  62. 10.1002/ange.200351888
  63. 10.1002/anie.200351888
  64. 10.1002/1521-3757(20011119)113:22<4372::AID-ANGE4372>3.0.CO;2-F
  65. 10.1002/1521-3773(20011119)40:22<4242::AID-ANIE4242>3.0.CO;2-H
  66. 10.1016/S0277-5387(03)00192-X
  67. 10.1021/ic0257219
  69. 10.1016/S0277-5387(03)00185-2
  70. 10.1002/1521-3757(20020215)114:4<606::AID-ANGE606>3.0.CO;2-I
  71. 10.1002/1521-3773(20020215)41:4<586::AID-ANIE586>3.0.CO;2-6
Dates
Type When
Created 21 years ago (Aug. 10, 2004, 6:02 a.m.)
Deposited 1 year, 10 months ago (Oct. 9, 2023, 11:03 a.m.)
Indexed 1 month, 2 weeks ago (July 8, 2025, 10:07 a.m.)
Issued 20 years, 11 months ago (Sept. 22, 2004)
Published 20 years, 11 months ago (Sept. 22, 2004)
Published Online 20 years, 11 months ago (Sept. 22, 2004)
Published Print 20 years, 10 months ago (Oct. 4, 2004)
Funders 0

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@article{Gruselle_2004, title={Enantioselective Self‐Assembly of Bimetallic [MnII (Δ)‐CrIII(C2O4)3]− and [MnII (Λ)‐CrIII(C2O4)3]− Layered Anionic Networks Templated by the Optically Active (Rp)‐ and (Sp)‐[1‐CH2N(n‐C3H7)3‐2‐CH3C5H3FeC5H5]+ Ions}, volume={10}, ISSN={1521-3765}, url={http://dx.doi.org/10.1002/chem.200305760}, DOI={10.1002/chem.200305760}, number={19}, journal={Chemistry – A European Journal}, publisher={Wiley}, author={Gruselle, Michel and Thouvenot, René and Malézieux, Bernard and Train, Cyrille and Gredin, Patrick and Demeschik, Tatiana V. and Troitskaya, Ludmila L. and Sokolov, Viatcheslav I.}, year={2004}, month=sep, pages={4763–4769} }