Highly Selective Synthesis of Chlorophenols under Microwave Irradiation
Oxychlorination of various phenols is finished in 60 minutes with high efficiency and perfect selectivity under microwave irradiation. These reactions adopt copper(II) chloride (CuCl2) as the catalyst and hydrochloric acid as chlorine source instead of expensive and toxic ones. Oxychlorination of ph...
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| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2016-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2016/2960414 |
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| _version_ | 1832554139332116480 |
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| author | Yawen Xiong Hongdong Duan Xia Meng Zhaoyun Ding Weichun Feng |
| author_facet | Yawen Xiong Hongdong Duan Xia Meng Zhaoyun Ding Weichun Feng |
| author_sort | Yawen Xiong |
| collection | DOAJ |
| description | Oxychlorination of various phenols is finished in 60 minutes with high efficiency and perfect selectivity under microwave irradiation. These reactions adopt copper(II) chloride (CuCl2) as the catalyst and hydrochloric acid as chlorine source instead of expensive and toxic ones. Oxychlorination of phenols substituted with electron donating groups (methyl, methoxyl, isopropyl, etc.) at ortho- and meta-positions is accomplished with higher conversion rates, lower reaction time, and excellent selectivity. A proposed reaction mechanism is deduced; one electron transfers from CuCl2 to phenol followed by the formation of tautomeric radical that can be rapidly captured by chlorine atom and converts into para-substituted product. |
| format | Article |
| id | doaj-art-23f8041bec0445a6879cb6433a217a54 |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2016-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-23f8041bec0445a6879cb6433a217a542025-02-03T05:52:13ZengWileyJournal of Chemistry2090-90632090-90712016-01-01201610.1155/2016/29604142960414Highly Selective Synthesis of Chlorophenols under Microwave IrradiationYawen Xiong0Hongdong Duan1Xia Meng2Zhaoyun Ding3Weichun Feng4School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353, ChinaSchool of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353, ChinaSchool of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353, ChinaSchool of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353, ChinaChemical Technology Academy of Shandong Province, Jinan 250014, ChinaOxychlorination of various phenols is finished in 60 minutes with high efficiency and perfect selectivity under microwave irradiation. These reactions adopt copper(II) chloride (CuCl2) as the catalyst and hydrochloric acid as chlorine source instead of expensive and toxic ones. Oxychlorination of phenols substituted with electron donating groups (methyl, methoxyl, isopropyl, etc.) at ortho- and meta-positions is accomplished with higher conversion rates, lower reaction time, and excellent selectivity. A proposed reaction mechanism is deduced; one electron transfers from CuCl2 to phenol followed by the formation of tautomeric radical that can be rapidly captured by chlorine atom and converts into para-substituted product.http://dx.doi.org/10.1155/2016/2960414 |
| spellingShingle | Yawen Xiong Hongdong Duan Xia Meng Zhaoyun Ding Weichun Feng Highly Selective Synthesis of Chlorophenols under Microwave Irradiation Journal of Chemistry |
| title | Highly Selective Synthesis of Chlorophenols under Microwave Irradiation |
| title_full | Highly Selective Synthesis of Chlorophenols under Microwave Irradiation |
| title_fullStr | Highly Selective Synthesis of Chlorophenols under Microwave Irradiation |
| title_full_unstemmed | Highly Selective Synthesis of Chlorophenols under Microwave Irradiation |
| title_short | Highly Selective Synthesis of Chlorophenols under Microwave Irradiation |
| title_sort | highly selective synthesis of chlorophenols under microwave irradiation |
| url | http://dx.doi.org/10.1155/2016/2960414 |
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