High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts
Synthetic access to poly(indazolyl)methanes has limited their study despite their structural similarity to the highly investigated chelating poly(pyrazolyl)methanes and their potentially important indazole moiety. Herein is presented a high yielding, one-pot synthesis for the 3<i>d</i>-m...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-01-01
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| Series: | Reactions |
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| Online Access: | https://www.mdpi.com/2624-781X/3/1/5 |
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| author | Natalie M. Lind Natalie S. Joe Brian S. Newell Aimee M. Morris |
| author_facet | Natalie M. Lind Natalie S. Joe Brian S. Newell Aimee M. Morris |
| author_sort | Natalie M. Lind |
| collection | DOAJ |
| description | Synthetic access to poly(indazolyl)methanes has limited their study despite their structural similarity to the highly investigated chelating poly(pyrazolyl)methanes and their potentially important indazole moiety. Herein is presented a high yielding, one-pot synthesis for the 3<i>d</i>-metal catalyzed formation of bis(1<i>H</i>-indazol-1-yl)methane from 1<i>H</i>-indazole utilizing dimethylsulfoxide as the methylene source. Complete characterization of bis(1<i>H</i>-indazol-1-yl)methane is given with <sup>1</sup>H and <sup>13</sup>C NMR, UV/Vis, FTIR, high resolution mass spectrometry and for the first time, single crystal X-ray diffraction. This simple, inexpensive pathway to yield exclusively bis(1<i>H</i>-indazol-1-yl)methane provides synthetic access to further investigate the coordination and potential applications of the family of bis(indazolyl)methanes. |
| first_indexed | 2024-03-09T12:49:30Z |
| format | Article |
| id | doaj.art-e7b6448ae3a74104a592b4562f85c9c2 |
| institution | Directory Open Access Journal |
| issn | 2624-781X |
| language | English |
| last_indexed | 2024-03-09T12:49:30Z |
| publishDate | 2022-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Reactions |
| spelling | doaj.art-e7b6448ae3a74104a592b4562f85c9c22023-11-30T22:09:19ZengMDPI AGReactions2624-781X2022-01-0131596910.3390/reactions3010005High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal SaltsNatalie M. Lind0Natalie S. Joe1Brian S. Newell2Aimee M. Morris3Department of Chemistry and Biochemistry, Fort Lewis College, 1000 Rim Dr., Durango, CO 81301, USADepartment of Chemistry and Biochemistry, Fort Lewis College, 1000 Rim Dr., Durango, CO 81301, USAMaterials and Molecular Analysis Center, Analytical Resource Core, Colorado State University, 200 W. Lake St., Fort Collins, CO 80523, USADepartment of Chemistry and Biochemistry, Fort Lewis College, 1000 Rim Dr., Durango, CO 81301, USASynthetic access to poly(indazolyl)methanes has limited their study despite their structural similarity to the highly investigated chelating poly(pyrazolyl)methanes and their potentially important indazole moiety. Herein is presented a high yielding, one-pot synthesis for the 3<i>d</i>-metal catalyzed formation of bis(1<i>H</i>-indazol-1-yl)methane from 1<i>H</i>-indazole utilizing dimethylsulfoxide as the methylene source. Complete characterization of bis(1<i>H</i>-indazol-1-yl)methane is given with <sup>1</sup>H and <sup>13</sup>C NMR, UV/Vis, FTIR, high resolution mass spectrometry and for the first time, single crystal X-ray diffraction. This simple, inexpensive pathway to yield exclusively bis(1<i>H</i>-indazol-1-yl)methane provides synthetic access to further investigate the coordination and potential applications of the family of bis(indazolyl)methanes.https://www.mdpi.com/2624-781X/3/1/5one-potcatalysisbidentate ligand |
| spellingShingle | Natalie M. Lind Natalie S. Joe Brian S. Newell Aimee M. Morris High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts Reactions one-pot catalysis bidentate ligand |
| title | High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts |
| title_full | High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts |
| title_fullStr | High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts |
| title_full_unstemmed | High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts |
| title_short | High Yielding, One-Pot Synthesis of Bis(1<i>H</i>-indazol-1-yl)methane Catalyzed by 3<i>d</i>-Metal Salts |
| title_sort | high yielding one pot synthesis of bis 1 i h i indazol 1 yl methane catalyzed by 3 i d i metal salts |
| topic | one-pot catalysis bidentate ligand |
| url | https://www.mdpi.com/2624-781X/3/1/5 |
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