Donor/acceptor complexes in hydrogen-bonded networks: PH-dependent self-organization

Angewandte Chemie (International Edition in English)

Volumn 35, Issue 19, 1996, Pages 2244-2246

  Bock, Hans ^a   Seitz, Wolfgang ^a   Sievert, Mark ^a   Kleine, Markus ^a   Bats, Jan W ^a  

^a GOETHE UNIVERSITY   (Germany)

Author keywords

Donor acceptor complexes; Hydrogen bonds; Self assembly; Structure elucidation

Indexed keywords

EID: 0030472519     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199622441     Document Type: Article

References (22)

1. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
2. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
3. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
4. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
5. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
6. The following selected reviews illustrate the multifaceted aspects of donor/acceptor complexes: a) electronic spectra: R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969; G. Briegleb, Elektronen-Donator/Acceptor-Komplexe, Springer, Berlin, 1961; b) structures: G. R. Desiraju, Crystal Engineering, Elsevier, Amsterdam, 1989; c) reactivity: J. K. Kochi, Pure Appl. Chem. 1991, 63, 255; d) intermediates in substitution or redox reactions: W. Kaim, Nachr. Chem. Techn. Lab. 1984, 32, 436; L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer, Berlin, 1987, and references in each.
7. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
8. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
9. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
10. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
11. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
12. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
13. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
14. Investigations of donor/acceptor complexes by our group: a) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; b) H. Bock, Z. Havlas, A. Rauschenbach, C. Näther, M. Kleine, J Chem. Soc. Chem. Commun. 1996, 2345; c) H. Bock, A. Rauschenbach, C. Näther, M. Kleine, J. W. Bats, Phosphorus, Sulfur, Silicon Rel. Elem. 1996, 101, 234; d) H. Bock, M. Kleine, Z. Phys. Chem. 1996, in press; e) H. Bock, M. Sievert, H. Schödel, M. Kleine, Z. Naturforsch. B 1996, 51, in press; f) H. Bock, K. Ziemer, C. Näther, H. Schödel, M. Kleine, M. Sievert, ibid. 1996, 51, in press; g) unpublished results: Ph.D. Dissertations of W. Seitz, A. Rauschenbach, K. Ziemer, Universität Frankfurt, 1995, M. Kleine, Dissertation Universität Frankfurt, 1996.
15. Summaries of own investigations on hydrogen bonds: a) H. Bock, K. Ruppert, C. Näther, Z. Havlas, H.-F. Herrmann, C. Arad, I. Göbel, A. John, J. Meuret, S. Nick, A. Rauschenbach, W. Seitz, T. Vaupel, B. Solouki, Angew. Chem. 1992, 104, 564; Angew. Chem. Int. Ed. Engl. 1992, 31, 550; b) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; c) H. Bock, Phosphorus, Sulfur, Silicon, Rel. Elem. 1994, 87, 23; d) Akad. Wiss. Lit. Mainz, Abh. Math.-Naturw. Klasse 1995, 1 (F. Steiner Verlag, Stuttgart, 1995) and the references in each.
16. Summaries of own investigations on hydrogen bonds: a) H. Bock, K. Ruppert, C. Näther, Z. Havlas, H.-F. Herrmann, C. Arad, I. Göbel, A. John, J. Meuret, S. Nick, A. Rauschenbach, W. Seitz, T. Vaupel, B. Solouki, Angew. Chem. 1992, 104, 564; Angew. Chem. Int. Ed. Engl. 1992, 31, 550; b) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; c) H. Bock, Phosphorus, Sulfur, Silicon, Rel. Elem. 1994, 87, 23; d) Akad. Wiss. Lit. Mainz, Abh. Math.-Naturw. Klasse 1995, 1 (F. Steiner Verlag, Stuttgart, 1995) and the references in each.
17. Summaries of own investigations on hydrogen bonds: a) H. Bock, K. Ruppert, C. Näther, Z. Havlas, H.-F. Herrmann, C. Arad, I. Göbel, A. John, J. Meuret, S. Nick, A. Rauschenbach, W. Seitz, T. Vaupel, B. Solouki, Angew. Chem. 1992, 104, 564; Angew. Chem. Int. Ed. Engl. 1992, 31, 550; b) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; c) H. Bock, Phosphorus, Sulfur, Silicon, Rel. Elem. 1994, 87, 23; d) Akad. Wiss. Lit. Mainz, Abh. Math.-Naturw. Klasse 1995, 1 (F. Steiner Verlag, Stuttgart, 1995) and the references in each.
18. Summaries of own investigations on hydrogen bonds: a) H. Bock, K. Ruppert, C. Näther, Z. Havlas, H.-F. Herrmann, C. Arad, I. Göbel, A. John, J. Meuret, S. Nick, A. Rauschenbach, W. Seitz, T. Vaupel, B. Solouki, Angew. Chem. 1992, 104, 564; Angew. Chem. Int. Ed. Engl. 1992, 31, 550; b) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; c) H. Bock, Phosphorus, Sulfur, Silicon, Rel. Elem. 1994, 87, 23; d) Akad. Wiss. Lit. Mainz, Abh. Math.-Naturw. Klasse 1995, 1 (F. Steiner Verlag, Stuttgart, 1995) and the references in each.
19. Summaries of own investigations on hydrogen bonds: a) H. Bock, K. Ruppert, C. Näther, Z. Havlas, H.-F. Herrmann, C. Arad, I. Göbel, A. John, J. Meuret, S. Nick, A. Rauschenbach, W. Seitz, T. Vaupel, B. Solouki, Angew. Chem. 1992, 104, 564; Angew. Chem. Int. Ed. Engl. 1992, 31, 550; b) H. Bock, Mol. Cryst. Liq. Cryst. 1994, 240, 155; c) H. Bock, Phosphorus, Sulfur, Silicon, Rel. Elem. 1994, 87, 23; d) Akad. Wiss. Lit. Mainz, Abh. Math.-Naturw. Klasse 1995, 1 (F. Steiner Verlag, Stuttgart, 1995) and the references in each.
20. H. Bock, W. Seitz, Z. Havlas, J. W. Bats, Angew. Chem. 1993, 105, 410; Angew. Chem. Int. Ed. Engl. 1993, 32, 411.
21. H. Bock, W. Seitz, Z. Havlas, J. W. Bats, Angew. Chem. 1993, 105, 410; Angew. Chem. Int. Ed. Engl. 1993, 32, 411.
22. -3, GOF = 1.070. The C, N, and O positions are anisotropically refined; the hydrogens are geometrically ideally positioned and refined with the riding model and isotropic fixed displacement parameters. See also [10].