Summary.
The nitration of aromatic compounds was carried out in the presence of divanadium-substituted molybdophosphoric acid, H5PMo10V2O40, as catalyst and a mixture of nitric acid and acetic anhydride as nitrating agent. In the presence of this heteropolyacid the ortho- and para-nitro compounds were obtained in good to excellent yields under mild reaction conditions.
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References
For a comprehensive listing of nitrating agents see: Olah JA, Lin HC, Olah GA, Narang SC (1978) Proc Natl Acad Sci USA 75: 1045
D Vione V Maurino C Minero E Pelizzetti (2004) Chemospher 55 941 Occurrence Handle10.1016/j.chemosphere.2003.12.013 Occurrence Handle1:CAS:528:DC%2BD2cXisFOntLc%3D
Choudary BM, Sateesh M, Kantam ML, Rao KK, Ramprasad KV, Raghavan KV, Sarma JARP (2000) Chem Commun 25
T Esakkidurai K Pitchumani (2000) J Mol Catal Chem A 185 305 Occurrence Handle10.1016/S1381-1169(02)00135-8
K Smith A Musson GA DeBoos (1998) J Org Chem 63 8448 Occurrence Handle10.1021/jo981557o Occurrence Handle1:CAS:528:DyaK1cXmvVarsLg%3D
S Bernasconi G Pringruber A Kogelbauer R Prins (2003) J Catal 219 231 Occurrence Handle10.1016/S0021-9517(03)00201-X Occurrence Handle1:CAS:528:DC%2BD3sXmsVGrsLY%3D
JM Smith H Liu DE Resasco (1997) Stud Surf Sci Catal 111 199 Occurrence Handle1:CAS:528:DyaK1cXjslCisL8%3D Occurrence Handle10.1016/S0167-2991(97)80156-5
DB Akolekar G Lemay A Sayari S Kaliaguine (1995) Res Chem Intermed 21 7 Occurrence Handle1:CAS:528:DyaK2MXkt1Ghurw%3D
JM Riego Z Sedin JM Zaldivar NC Marziano C Tortato (1996) Tetrahedron Lett 37 513 Occurrence Handle10.1016/0040-4039(95)02174-4 Occurrence Handle1:CAS:528:DyaK28XmvFGltw%3D%3D
P Laszlo P Pennetreau (1987) J Org Chem 52 2407 Occurrence Handle10.1021/jo00388a014 Occurrence Handle1:CAS:528:DyaL2sXlsFequ7o%3D
A Cornelis P Laszlo P Pennetreau (1983) J Org Chem 48 4771 Occurrence Handle10.1021/jo00172a062 Occurrence Handle1:CAS:528:DyaL3sXmtFarsr8%3D
B Gigantee AO Prazeres MJ Marcelo-Curto A Cornelis P Laszlo (1995) J Org Chem 60 3445 Occurrence Handle10.1021/jo00116a034
A Kogelbauer D Vassena R Prins JN Armor (2000) Catal Today 55 151 Occurrence Handle10.1016/S0920-5861(99)00234-5 Occurrence Handle1:CAS:528:DyaK1MXnvVWit7w%3D
H Sato K Nagai H Yoshioka Y Nagaoka (1998) Appl Catal A General 175 209 Occurrence Handle10.1016/S0926-860X(98)00217-8 Occurrence Handle1:CAS:528:DyaK1cXnvVyju78%3D
Y Izumi K Urabe M Onaka (1992) Zeolite, Clay and heteropoly acid in organic Reactions kodansha/VCH Tokyo
Misono M (2001) Chem Commun 1141
IV Kozhevnikov (1998) Chem Rev 98 171 Occurrence Handle11851502 Occurrence Handle10.1021/cr960400y Occurrence Handle1:CAS:528:DyaK1cXotVSgsw%3D%3D
IV Kozhevnikov (2002) Catalysts for fine chemicals Catalysis by Polyoxometalates NumberInSeries2 Wiely Chichester
MA Schwegler H Vanbekkum N Munck (1991) Appl Catal A 74 191 Occurrence Handle1:CAS:528:DyaK3MXkvFemtr8%3D
N Mizuno M Misono (1997) Current Opinion in Solid State & Materials Science 2 84 Occurrence Handle10.1016/S1359-0286(97)80109-X Occurrence Handle1:CAS:528:DyaK2sXit1ymu7o%3D
JB Moffat (1991) Appl Catal A 146 65
S Albonetti F Cavani F Trifirò M Koutyrev (1995) Catal Lett 30 253 Occurrence Handle10.1007/BF00813691
F Cavani M Koutyrev F Trifirò (1996) Catal Today 28 319 Occurrence Handle10.1016/S0920-5861(96)00046-6 Occurrence Handle1:CAS:528:DyaK28XlsVWnsbw%3D
N Mizuno M Tateishi M Iwantoto (1995) Appl Catal A 128 L165 Occurrence Handle10.1016/0926-860X(95)00103-4 Occurrence Handle1:CAS:528:DyaK2MXmvF2nsL4%3D
Mizuno N, Tateishi M, Iwamoto M (1994) J Chem Soc Chem Commun 1411
N Mizuno M Tateishi M Iwamoto (1996) J Catal 163 87 Occurrence Handle10.1006/jcat.1996.0307 Occurrence Handle1:CAS:528:DyaK28XmsVyrt7g%3D
F Cavani E Étienne M Favaro A Galli F Trifirò (1995) Catal Lett 32 215 Occurrence Handle10.1007/BF00806116 Occurrence Handle1:CAS:528:DyaK2MXlvV2ltrk%3D
a) Heravi MM, Bakhtiari Kh, Bamoharram FF (2006) Catal Commun 7: 373; b) Heravi MM, Bakhtiari Kh, Bamoharram FF (2006) Catal Commun 7: 499; c) Heravi MM, Behbahani FK, Bamoharram FF (2006) J Mol Catal A 253: 16; d) Heravi MM, Derikvand F, Bamoharram FF (2005) J Mol Catal A 242: 173; e) Bamoharram FF, Heravi MM, Roshani M, Jahangir M Gharib A (2006) Appl Catal A Chem 302: 42; f) Bamoharram FF, Heravi MM, Roshani M, Jahangir M, Gharib A (2006) J Mol Catal A Chem 252: 90; g) Heravi MM, Motamedi R, Seifi N, Bamoharram FF (2006) J Mol Catal A 249: 1
GA Tsigdinos CJ Hallada (1968) Inorg Chem 7 437 Occurrence Handle10.1021/ic50061a009 Occurrence Handle1:CAS:528:DyaF1cXnsVKqtQ%3D%3D
A Bielanski J Datka B Gil A Malecka-Lubanska A Micek-Ilnicka (1999) Catal Lett 57 61 Occurrence Handle10.1023/A:1019070810045 Occurrence Handle1:CAS:528:DyaK1MXhslahsbg%3D
GA Olah R Malhotra SC Narang (1974) Nitration, Methods and Mechanism VCH New York
MT Pope TF Scully (1975) Inorg Chem 14 953 Occurrence Handle10.1021/ic50146a052 Occurrence Handle1:CAS:528:DyaE2MXhsVyrtr4%3D
IV Kozhevnikov KI Matveev (1983) Appl Catal 5 135 Occurrence Handle10.1016/0166-9834(83)80128-6 Occurrence Handle1:CAS:528:DyaL3sXhtFCgu78%3D
OA Kholdeeva AV Golovin RI Maksimovskaya IV Kozhevnikov (1992) J Mol Catal 75 235 Occurrence Handle10.1016/0304-5102(92)80128-4 Occurrence Handle1:CAS:528:DyaK3sXotVeitg%3D%3D
IV Kozhevnikov (1995) Catal Rev-Sci Eng 37 311 Occurrence Handle1:CAS:528:DyaK2MXmtVensr0%3D
IV Kozhevnikov (1997) J Mol Catal A 117 151 Occurrence Handle10.1016/S1381-1169(96)00295-6 Occurrence Handle1:CAS:528:DyaK2sXhtlyhtLs%3D
N Mizuno M Misono (1994) J Mol Catal 86 319 Occurrence Handle10.1016/0304-5102(93)E0155-A Occurrence Handle1:CAS:528:DyaK2cXitVWntro%3D
R Neumann M de la Vega (1993) J Mol Catal A 84 93 Occurrence Handle10.1016/0304-5102(93)80088-C Occurrence Handle1:CAS:528:DyaK2cXns1OlsQ%3D%3D
S Schinachi H Yahiro K Yamaguchi N Mizuno (2004) Chem-Eur J 241 6489 Occurrence Handle10.1002/chem.200400049 Occurrence Handle1:CAS:528:DC%2BD2cXhtFajsbbJ
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Heravi, M., Bakhtiari, K., Benmorad, T. et al. Nitration of Aromatic Compounds Catalyzed by Divanadium-Substituted Molybdophosphoric Acid, H5[PMo10V2O40]. Monatsh. Chem. 138, 449–452 (2007). https://doi.org/10.1007/s00706-007-0593-6
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DOI: https://doi.org/10.1007/s00706-007-0593-6