Efficient microwave-assisted synthesis of 9,9-bis[4-(2-hydroxyethoxy) phenyl]fluorene from 9-fluorenone and 2-phenoxyethanol

Synthetic Communications

Volumn 37, Issue 24, 2007, Pages 4407-4413

  Hiroki, Kazuaki ^a   Morii, Nahoko ^a   Yamashita, Hiroshi ^a   Sugiyama, Jun Ichi ^a  

^a NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

Fluorene; Microwave; Montmorillonite

Indexed keywords

2 PHENOXYETHANOL; 3 MERCAPTOPROPIONIC ACID; 9,9 BIS[4 (2 HYDROXYETHOXY)PHENYL]FLUORENE; FLUORENE DERIVATIVE; FLUORENONE DERIVATIVE; METAL ION; MONTMORILLONITE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; HEATING; ION EXCHANGE; MICROWAVE IRRADIATION; SYNTHESIS;

EID: 37249051416     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910701578164     Document Type: Article

References (14)

1. (a) Korshak, V. V.; Vinogradova, S. V.; Vygodskii, Y. S. Cardo polymers. J. Macromol. Sci. Rev. Macromol. Chem. 1974, C11, 45-142;
2. (b) Leising, G.; Tasch, S.; Graupner, W. Conjugated polymers and oligomers. In Handbook of Conducting Polymers, 2nd edn.; Skotheim, T. A., Elsenbaumer, R. L. and Reynolds, J. R., Eds.; Marcel Dekker: New York, 1998, pp. 847-880;
3. (c) Kim, D. Y.; Cho, H. N.; Kim, C. Y. Blue light emitting polymers. Prog. Polym. Sci. 2000, 25, 1089-1139.
4. (a) Culbertson, B. M.; Tiba, A.; Sang, J.; Liu, Y. N. Synthesis, chracterization and evaluation of new fluorene-based dimethacrylates for formulating dental composites. Polym. Adv. Technol. 1999, 10, 275-281;
5. (b) Inoue, T.; Fujiwara, K.; Ryu, D.-S.; Osaki, K.; Fuji, M.; Sakurai, K. Viscoelasticity and birefringence of low bire fringent polyesters. Polym. J. 2000, 32, 411-414;
6. (c) Tokumitsu, K.; Tanaka, A.; Kobori, K.; Kozono, Y.; Yamada, M.; Nitta, K. Viscoelastic properties of bis(pheny) fluorene-based cardo polymers with different chemical structure. J. Polym. Sci. Part B: Polym. Phys. 2005, 43, 2259-2268.
7. Yamada, M.; Sun, J.; Suda, Y.; Nakaya, T. Synthesis of fluorenebisphenoxy derivatives by acid-sulfur compound catalyzed condensation reaction. Chem. Lett. 1998, 1055-1056.
8. Ebitani, K.; Kawabata, T.; Nagashima, K.; Mizugaki, T.; Kaneda, K. Simple and clean synthesis of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene from the aromatic alkylation of phenoxyethanol with fluoren-9-one catalysed by titanium cation-exchanged montmorillonite. Green Chem. 2000, 2, 157-160.
9. (a) Bogdal, D.; Penczek, P.; Pielichowski, J.; Prociak, A. Microwave assisted synthesis, crosslinking, and processing of polymeric materials. Adv. Polym. Sci. 2003, 163, 193-263;
10. (b) Wiesbrock, F.; Hoogenboom, R.; Schubert, U. S. Microwave assisted polymer synthesis: State-of-the-art and future perspectives. Macromol. Rapid Commun. 2004, 25, 1739-1764;
11. (c) Kappe, C. O. Controlled microwave healing modern organic synthesis. Angew. Chem. Int. Ed. 2004, 43, 6250-6284;
12. (d) Tierney, J. P.; Lidström, P. Eds. Microwave-Assisted Organic Synthesis; Blackwell: Oxford, 2005.
13. Gabriel, C.;Gabriel, S.; Grant, E. H.;Halstead, B. S. J.;Mingos,D.M. P.Dielectric parameters relevant tomicrowave dielectric heating. Chem. Soc. Rev. 1998, 27, 213-223.
14. Higuchi, K.; Onaka, M.; Izumi, Y. Solid acid and base-catalyzed cyanosilylation of carbonyl compounds with cyanotrimethylsilane. Bull. Chem. Soc. Jpn. 1993, 66, 2016-2032.