Abstract
Benzyltriphenylphosphonium chlorochromate(VI), [(PhCH2)Ph3P][CrO3Cl], BTriPPCC, is easily synthesized in a nearly quantitative yield by direct reaction of Cr(VI) oxide and benzyltriphenylphosphonium chloride. The complex was characterized by physico-chemical and spectroscopic methods. The use of phosphonium counter ion, improves the quality of the BTriPPCC crystals. The compound was indeed crystallized and structurally characterized by X-ray diffraction at 170(2) K. This compound is a versatile reagent for the efficient and selective oxidation of organic substrates, in particular of alcohols to the corresponding aldehydes or ketones, in mild conditions. Due to the stability and solubility of BTriPPCC, the reactions can be performed at room temperature and the separation of the products is easy.
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11243-009-9230-z/MediaObjects/11243_2009_9230_Fig1_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11243-009-9230-z/MediaObjects/11243_2009_9230_Fig2_HTML.gif)
Similar content being viewed by others
References
Marier G, Reisenauer HP, Marco MD (1999) Angew Chem Int Ed Engl 38:108. doi:10.1002/(SICI)1521-3773(19990115)38:1/2<108::AID-ANIE108>3.0.CO;2-U
Bhandari A, Sharma PK, Banerji KK (2001) Indian J Chem Sect A 40A:470
Meenahshisundaram S, Soctaungam R (2001) Collect Czec Chem Commun 877:66
Kassaee MZ, Sayyed-Alangi SZ, Sajjadi-Ghotbabadi H (2004) Molecules 9:825. doi:10.3390/91000825
Bhattacharjee MN, Chaudhuri MK, Dasgupta HS, Roy N (1982) Synthesis 588. doi:10.1055/s-1982-29872
Hajipour AR, Khazdooz L, Ruoho AE (2005) J Iranian Chem Soc 2:315
Corey EJ, Fleet GW (1973) J Tetrahedron Lett 14:4499. doi:10.1016/S0040-4039(01)87260-9
Ghammamy S, SeyedSadjadi SA (2005) J Serb Chem Soc 70:1243. doi:10.2298/JSC0511243G
Srinivasan R, Ramesh CV, Madhulatha W, Balasubramanian K (1996) Indian J Chem Sect B 35B:480
Bora U, Chaudhuri MK (2001) Tetrahedron 57:2445. doi:10.1016/S0040-4020(01)00116-8
Guziec FS, Luzzio FA (1980) Synthesis 12:691. doi:10.1055/s-1980-29172
Sheldrick GM (1997) SADABS and SHELXL97. Gottingen University, Gottingen
Altomare A, Burla MC, Camalli M, Cascarano G, Giacovazzo C, Guagliardi A, Moliterni AG, Polidori G, Spagna R (1999) J Appl Crystallogr 32:115. doi:10.1107/S0021889898007717
Johnson CK (1976) ORTEP, Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge
Farrugia LJ (1999) J Appl Crystallogr 32:837. doi:10.1107/S0021889899006020
Kotlyar SA, Zubatyuk RI, Zhigalko MV, Shishkin OV, Chuprin GN, Kiriyak AV, Kamalov GL (2004) Acta Crystallogr E60 m:1847
Lorenzo Luis PA, Martin-Zarza P, Gili P, Ruiz-Perez C, Hernandez-Molina M, Solans X (1996) Acta Crystallogr C52:1441
Haight GP Jr, Richardson C, Coburn D, Hall N, Coll S, Swarthmore PA (1964) Inorg Chem 3:1777. doi:10.1021/ic50022a028
Olavi L (1965) Finland Suomen Kemistilehti B 38B:121
Tuck DG, Faithful BD (1965) J Chem Soc 5753
Granier W, Vilminot S, Vidal JD (1981) J Fluor Chem 19:123. doi:10.1016/S0022-1139(00)81329-9
Nakamoto K (1978) Infrared and Raman spectra of inorganic and coordination compounds, 3rd edn. Wiley, New York 1, pp 40–150
Acknowledgments
The authors would like to thank Dr. Gh. R. Rezaei Behbahani and Dr. Mahjoub for valuable discussions.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Ghammamy, S., Baghy, M.R., Mirrahimi, M. et al. Synthesis, characterization, X-ray structural analysis and study of oxidative properties of a chlorochromate(VI) complex with benzyltriphenylphosphonium cation. Transition Met Chem 34, 565–570 (2009). https://doi.org/10.1007/s11243-009-9230-z
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11243-009-9230-z