The ortho-hydroxy-ortho'-formyl biaryl/lactol equilibrium: Quantumchemical studies on structure and dynamics

Tetrahedron

Volumn 54, Issue 36, 1998, Pages 10691-10698

  Bringmann, Gerhard ^a   Vitt, Daniel ^a   Kraus, Jürgen ^a   Breuning, Matthias ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROXYALDEHYDE; LACTONE;

ARTICLE; CALCULATION; CHEMICAL STRUCTURE; CRYSTALLOGRAPHY; DYNAMICS; ISOMER; ISOMERISM; PRIORITY JOURNAL; QUANTUM CHEMISTRY;

EID: 0032480395     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00619-X     Document Type: Article

References (27)

1. 1. "Novel Concepts in Directed Biaryl Synthesis", part 71, for part 70 see ref. 2.
2. 2. Bringmann, G.; Breuning M.; Endress, H.; Vitt, D.; Peters K.; Peters, E.-M. Tetrahedron (preceding article).
3. 3. Bringmann, G.; Schöner, B.; Peters, K.; Peters, E.-M.; von Schnering, H. G. Liebigs Ann. Chem. 1994, 439-444.
4. 4. Bringmann, G.; Schupp, O. S. Afr. J. Chem. 1994, 423-424.
5. 5. Bringmann, G.; Hartung, T. Tetrahedron 1993, 49, 7891-7902.
6. 6. Bringmann, G.; Walter, R.; Weirich, R. In Methods of Organic Chemistry (Houben Weyl) 4th ed., Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; vol. E 21a, Thieme: Stuttgart, 1995; pp. 567-587.
7. 7. Bringmann, G.; Jansen, J. R. Synthesis 1991, 825-827.
8. 8. Bringmann, G. Bull. Soc. Chim. Belg. 1996, 105, 601-613.
9. 9. Bringmann, G.; François, G.; Aké Assi, L.; Schlauer, J. Chimia 1998, 52, 18-28.
10. 10. Bringmann, G.; Pabst, T.; Busemann, S.; Peters, K.; Peters, E.-M. Tetrahedron 1998, 54, 1425-1438.
11. 11. Bringmann, G.; Breuning, M. Tetrahedron: Asymmetry 1998, 9, 667-679.
12. 12. Bringmann, G.; Güssregen, S.; Vitt, D. J. Mol. Model. 1998, 4, 165-175.
13. 13. Bringmann, G.; Vitt, D. J. Org. Chem. 1995, 60, 7674-7681.
14. 14. Bringmann, G.; Busse, H.; Dauer, U.; Güssregen, S.; Stahl, M. Tetrahedron 1995, 51, 3149-3158.
15. 15. Cramer, C. J.; Truhlar, D. G. J. Comput. Chemistry 1992, 13, 1089-1097.
16. 16. Cramer, C. J.; Truhlar, D. G. J. Comput.-Aided Mol. Des. 1992, 6, 629-666.
17. 17. Giesen, D. J.; Cramer, C. J.; Truhlar, D. G. J. Phys. Chem. 1995, 99, 7137-7146.
18. 18. AMSOL version 5.4 by Hawkins, G. D.; Lynch, G. C.; Giesen, D. J.; Rossi, I.; Storer, J. W.; Cramer, C. J.; Truhlar, D. G. Quantum Chemistry Program Exchange Program 606, based in part on AMPAC version 2.1 by Liotard, D. A.; Healy, E. F.; Ruiz, J. M.; Dewar, M. J. S. and on the EF routines by Jensen, F.
19. 18. AMSOL version 5.4 by Hawkins, G. D.; Lynch, G. C.; Giesen, D. J.; Rossi, I.; Storer, J. W.; Cramer, C. J.; Truhlar, D. G. Quantum Chemistry Program Exchange Program 606, based in part on AMPAC version 2.1 by Liotard, D. A.; Healy, E. F.; Ruiz, J. M.; Dewar, M. J. S. and on the EF routines by Jensen, F.
20. 19. Bringmann, G.; Hartung, T.; Göbel, L.; Schupp, O.; Ewers, C. L. J.; Schöner, B.; Zagst, R.; Peters, K.; von Schnering, H. G.; Burschka, C. Liebigs Ann. Chem. 1992, 225-232.
21. 20. Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8124.
22. 21. SYBYL 6.3: Tripos Associates, 1699 St. Hanley Road, Suite 303, St. Louis, MO, 63144.
23. 22. Rauhut, G.; Chandrasekhar, J.; Alex, A.; Beck, B.; Sauer, W.; Clark, T.; VAMP6.1, Oxford Molecular Ltd., The Medawar Centre, Oxford Science Park, Sandford-on-Thames, Oxford, OX4 4GA, England.
24. 23. Baker, J. J. Comput. Chem. 1986, 7, 385.
25. 24. Powell, M. J. D. Nonlinear Optimization, Academic Press: New York, 1982.
26. 25. GAUSSIAN 94 (Revision D.4): Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A.; Gaussian, Inc., Pittsburgh PA, 1995.
27. 26. Schlegel, H. B. J. Comp. Chem. 1982, 3, 214-229.