Please use this identifier to cite or link to this item:
https://hdl.handle.net/20.500.12202/4100
Title: | Metal-Catalyzed Cross-Coupling of 1,8-Diaminonaphthalene and Aryl Halides |
Authors: | Waldman, Jonathan Y. |
Keywords: | Halides --Synthesis. Naphthalene --Synthesis. Organic compounds --Synthesis. Organic reaction mechanisms. Organometallic chemistry. Metal catalysts. Copper --Synthesis. |
Issue Date: | Sep-2016 |
Publisher: | Yeshiva College |
Abstract: | A new, facile, single step, methodology for the synthesis of pure 1,8- Bis(arylamino)naphthalene compounds in moderate to high yields via cross-coupling of aryl halides and 1,8-Diaminonaphthalene, employing CuI as metal and (t-bu)3P as ancillary ligand, is introduced. The new and versatile procedure was used to prepare 1,8-Bis(mxylylamino)naphthalene (77% yield) and 1,8-Bis(phenylamino)naphthlanene (54% yield) in significantly higher yields than obtained using existing methodologies (35% and 1%, respectively). 1,8-Bis(1-naphthylamino)naphthalene (32% yield) and 1,8-Bis(otolylamino)naphthalene (96% yield), previously unreported in literature, were also synthesized utilizing the new methodology. |
Description: | The file is restricted. |
URI: | https://hdl.handle.net/20.500.12202/4100 |
Appears in Collections: | Jay and Jeanie Schottenstein Honors Student Theses |
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