Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions
Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica had been realized under solvent free conditions. The reaction proceeds through the formation of nitronium ion, which attack the phenol ring preferential at ortho position in prese...
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| Format: | Article |
| Language: | English |
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Growing Science
2014-10-01
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| Series: | Current Chemistry Letters |
| Subjects: | |
| Online Access: | http://www.growingscience.com/ccl/Vol3/ccl_2014_16.pdf |
| _version_ | 1818506635526537216 |
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| author | Kobra Khorsi Damghani Seied Ali Pourmousavi Farzaneh Fahid |
| author_facet | Kobra Khorsi Damghani Seied Ali Pourmousavi Farzaneh Fahid |
| author_sort | Kobra Khorsi Damghani |
| collection | DOAJ |
| description | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica had been realized under solvent free conditions. The reaction proceeds through the formation of nitronium ion, which attack the phenol ring preferential at ortho position in presence of Sr(NO3)2, forming mono nitrophenol. Para-orientation relative to hydroxyl group and mononitration of phenolic compounds was observed in the case of benzyltriphenylphosphonium nitrate. Some of the major advantages of this method are mild reaction conditions, high efficiency and regioselectivity of nitration and complementarity with other reported methods. In addition, benzyltriphenylphosphonium nitrate as nitrating reagent can be easily recycled. |
| first_indexed | 2024-12-10T22:07:13Z |
| format | Article |
| id | doaj.art-de989293d53e43798b201ca31a02a789 |
| institution | Directory Open Access Journal |
| issn | 1927-7296 1927-730X |
| language | English |
| last_indexed | 2024-12-10T22:07:13Z |
| publishDate | 2014-10-01 |
| publisher | Growing Science |
| record_format | Article |
| series | Current Chemistry Letters |
| spelling | doaj.art-de989293d53e43798b201ca31a02a7892022-12-22T01:31:43ZengGrowing ScienceCurrent Chemistry Letters1927-72961927-730X2014-10-013420721410.5267/j.ccl.2014.9.001Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditionsKobra Khorsi DamghaniSeied Ali Pourmousavi Farzaneh Fahid Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica had been realized under solvent free conditions. The reaction proceeds through the formation of nitronium ion, which attack the phenol ring preferential at ortho position in presence of Sr(NO3)2, forming mono nitrophenol. Para-orientation relative to hydroxyl group and mononitration of phenolic compounds was observed in the case of benzyltriphenylphosphonium nitrate. Some of the major advantages of this method are mild reaction conditions, high efficiency and regioselectivity of nitration and complementarity with other reported methods. In addition, benzyltriphenylphosphonium nitrate as nitrating reagent can be easily recycled.http://www.growingscience.com/ccl/Vol3/ccl_2014_16.pdfBenzyltriphenylphosphonium nitrateSr(NO3)2H2SO4-SilicaNitrationPhenol |
| spellingShingle | Kobra Khorsi Damghani Seied Ali Pourmousavi Farzaneh Fahid Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions Current Chemistry Letters Benzyltriphenylphosphonium nitrate Sr(NO3)2 H2SO4-Silica Nitration Phenol |
| title | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions |
| title_full | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions |
| title_fullStr | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions |
| title_full_unstemmed | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions |
| title_short | Regioselective nitration of phenols using Sr(NO3)2 or benzyltriphenylphosphonium nitrate in the presence of H2SO4-silica under solvent free conditions |
| title_sort | regioselective nitration of phenols using sr no3 2 or benzyltriphenylphosphonium nitrate in the presence of h2so4 silica under solvent free conditions |
| topic | Benzyltriphenylphosphonium nitrate Sr(NO3)2 H2SO4-Silica Nitration Phenol |
| url | http://www.growingscience.com/ccl/Vol3/ccl_2014_16.pdf |
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