Study on the reactivity of diarylmethane derivatives in supercritical alcohols media: Reduction of diarylmethanols and diaryl ketones to diarylmethanes using supercritical 2-propanol

Chemical and Pharmaceutical Bulletin

Volumn 54, Issue 9, 2006, Pages 1304-1307

  Hatano, Bunpei ^a   Kubo, Daisuke ^a   Tagaya, Hideyuki ^a  

^a YAMAGATA UNIVERSITY   (Japan)

Author keywords

Diaryl ketone; Diarylmethanol; Fluorene; Supercritical 2 propanol; Supercritical methanol

Indexed keywords

2 PROPANOL; ALCOHOL; ALDEHYDE DERIVATIVE; FLUORENE DERIVATIVE; KETONE DERIVATIVE; METHANE; METHANE DERIVATIVE; METHANOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; HIGH TEMPERATURE; REDUCTION; SUPERCRITICAL FLUID;

2-PROPANOL; BENZHYDRYL COMPOUNDS; KETONES; METHANOL; MOLECULAR STRUCTURE; PRESSURE; STEREOISOMERISM; TEMPERATURE;

EID: 33748454425     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.1304     Document Type: Article

References (18)

1. Review of supercritical carbon dioxide, see: Leitner W., Acc. Chem. Res., 35, 746-756 (2002).
2. Review of supercritical carbon dioxide, see: Oakes R. S., Clifford A. A., Rayner C. M., J. Chem. Soc., Parkin Trans 1, 2001, 917-941 (2001).
3. Review for sub- and supercritical water, see: Akiya N., Savage P. E., Chem. Rev., 102, 2725-2750 (2002).
4. Review for sub- and supercritical water, see: Katritzky A. R., Nichols D. A., Siskin M., Murugan R., Balasubramanian M., Chem. Rev., 101, 837-892 (2001).
5. Review for sub- and supercritical water, see: Bröll D., Kaul C., Krämer A., Krammer P., Richter T., Jung M., Vogel H., Zehner, P., Angew. Chem. Int. Ed., 38, 2998-3014 (1999).
6. For example of synthetic approach in supercritical water, see: Sato T., Sekiguchi G., Adschiri T., Arai K., Chem. Commun., 2001, 1566-1567 (2001).
7. For example of synthetic approach in supercritical water, see: Bryson T. A., Jennings J. M., Gibson J. M., Tetrahedron Lett., 41, 3523-3526 (2000).
8. For example of synthetic approach in supercritical water, see: Junk T., Catallo W. J., Tetrahedron Lett., 37, 3445-3448 (1996).
9. For example of synthetic approach in supercritical water, see: Yao J., Evilia R. F., J. Am. Chem. Soc., 116, 11229-11233 (1994).
10. Shaw R. W., Brill T. B., Clifford A. A., Eckert C. A., Franck E. U., Chem. Eng. News, 1991, 26-39 (1991).
11. Siskin M., Katritzky A. R., Science, 254, 231 (1991).
12. Hatano B., Kadokawa J., Tagaya H., Tetrahedron Lett., 43, 5859-5861 (2002).
13. Kim S., Chung N. K., Yang S., J. Org. Chem., 52, 3917-3919 (1987).
14. This part has been reported in a preliminary, see: Hatano B., Tagaya H., Tetrahedron Lett., 44, 6331-6333 (2003).
15. MPV-reduction using supercritical 2-propanol was reported. For references, see: Sominsky L., Rozental E., Gottlieb H., Gedanken A., Hoz S., J. Org. Chem., 69, 1492-1496 (2004).
16. MPV-reduction using supercritical 2-propanol was reported. For references, see: Kamitanaka T., Matsuda T., Harada T., Tetrahedron Lett., 44, 4551-4553 (2003).
17. MPV-reduction using supercritical 2-propanol was reported. For references, see: Malwitz D., Metzger J. O., Chem. Ber., 119, 3558-3575 (1986).
18. MPV-reduction using supercritical 2-propanol was reported. For references, see: Malwitz D., Metzger J. O., Angew. Chem. Int. Ed., 25, 762-763 (1986).