A metal-carbene carbohydrate amphiphile as a low-molecular-mass organometallic gelator

Angewandte Chemie - International Edition

Volumn 42, Issue 22, 2003, Pages 2494-2497

  Bühler, Gunnar ^a   Feiters, Martinus C ^b   Nolte, Roeland J M ^b   Dötz, Karl Heinz ^a  

^a UNIVERSITY OF BONN   (Germany)

^b RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

Amphiphiles; Carbene ligands; Carbohydrates; Chromium; Gels

Indexed keywords

COMPLEXATION; ORGANIC SOLVENTS; ORGANOMETALLICS; SUPRAMOLECULAR CHEMISTRY;

GELATORS;

GELATION;

AMINOCARBENE; AMINOCARBENE CHROMIUM COMPLEX; AMPHOPHILE; CARBENE; CARBENE LIGAND; CARBOHYDRATE; CHROMIUM; LOW MOLECULAR MASS ORGANOMETALLIC GELATOR; METAL CARBENE CARBOHYDRATE AMPHIPHILE; ORGANOMETALLIC COMPOUND; PENTACARBONYL CHROMATE; PENTACARBONYL[DEXTRO GLUCOHEX(N OCTYLAMINO) 1 YLIDENE]CHROMIUM; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL INTERACTION; CHIRALITY; CIRCULAR DICHROISM; GEL; GELATION; HYDROGEN BOND; IMMOBILIZATION; PHASE TRANSITION; PROTEIN AGGREGATION; PROTEIN ASSEMBLY; PROTON NUCLEAR MAGNETIC RESONANCE; SUPRAMOLECULAR CHEMISTRY; TEMPERATURE DEPENDENCE;

EID: 0038198665     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351134     Document Type: Article

References (17)

1. a) D. Philp, J. F. Stoddart, Angew. Chem. 1996, 108, 1242-1286; Angew. Chem. Int. Ed. Engl. 1996, 35, 1154-1196;
2. a) D. Philp, J. F. Stoddart, Angew. Chem. 1996, 108, 1242-1286; Angew. Chem. Int. Ed. Engl. 1996, 35, 1154-1196;
3. b) D.J. Abdallah, R. G. Weiss, Adv. Mater. 2000, 12, 1237-1247.
4. a) B. Pfannemüller, W. Welte, Chem. Phys. Lipids 1985, 37, 227-240;
5. b) J. H. Fuhrhop, P. Schnieder, E. Boekema, W. Helfrich, J. Am. Chem. Soc. 1988, 110, 2861-2867;
6. c) J.-H. Fuhrhop, W. Helfrich, Chem. Rev. 1993, 93, 1565-1582;
7. d) D. A. Frankel, D. F. O'Brien, J. Am. Chem. Soc. 1994, 116, 10057-10069.
8. R. J. H. Hafkamp, M. C. Feiters, R. J. M. Nolte, J. Org. Chem. 1999, 64, 412-426.
9. a) K. H. Dötz, W. Straub, R. Ehlenz, K. Peseke, R. Meisel, Angew. Chem. 1995, 107, 2023-2025; Angew. Chem. Int. Ed. Engl. 1995, 34, 1856-1858;
10. a) K. H. Dötz, W. Straub, R. Ehlenz, K. Peseke, R. Meisel, Angew. Chem. 1995, 107, 2023-2025; Angew. Chem. Int. Ed. Engl. 1995, 34, 1856-1858;
11. b) K. H. Dötz, C. Jäkel, W.-C. Haase, J. Organomet. Chem. 2001, 617-618, 119-132.
12. E. Moser, E. O. Fischer, J. Organomet. Chem. 1969, 16, 275-282.
13. A. Takahashi, M. Sakai, T. Kato, Polym. J. 1980, 12, 335-341.
14. K. Murata, M. Aoki, T. Suzuki, T. Harada, H. Kawabata, T. Komori, F. Ohseto, K. Ueda, S. Shinkai, J. Am. Chem. Soc. 1994, 116, 6664-6676.
15. A. Hafner, L. S. Hegedus, G. de Weck, B. Hawkins, K. H. Dötz, J. Am. Chem. Soc. 1988, 110, 8413-8421.
16. Hydrogen bonding to carbonyl ligands in the crystalline state of metal complexes has been established by single-crystal X-ray analysis in some rare examples: D. Braga, F. Grepioni, P. Sabatino, G. R. Desiraju, Organometallics 1994, 13, 3532-3543; the coordination of Lewis acids to the oxygen terminus of carbonyl ligands is well known and the resulting shifts in the IR spectra can be correlated with our observations with respect to a weaker interaction: D. F. Shriver, J. Organomet. Chem. 1975, 94, 259-271.
17. Hydrogen bonding to carbonyl ligands in the crystalline state of metal complexes has been established by single-crystal X-ray analysis in some rare examples: D. Braga, F. Grepioni, P. Sabatino, G. R. Desiraju, Organometallics 1994, 13, 3532-3543; the coordination of Lewis acids to the oxygen terminus of carbonyl ligands is well known and the resulting shifts in the IR spectra can be correlated with our observations with respect to a weaker interaction: D. F. Shriver, J. Organomet. Chem. 1975, 94, 259-271.