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Catalyst Control of Site Selectivity in the PdII/IV-Catalyzed Direct Arylation of Naphthalene
This letter describes a new method for the highly site- and chemoselective Pd-catalyzed direct arylation of naphthalene. Tuning the structure of the diimine-ligated Pd catalyst results in formation of the α-arylated product in high yield and >50:1 selectivity. This is, to our knowledge, the first...
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| Published in: | ACS catalysis 2011-03, Vol.1 (3), p.170-174 |
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| Main Authors: | , |
| Format: | Article |
| Language: | eng ; jpn |
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| container_end_page | 174 |
| container_issue | 3 |
| container_start_page | 170 |
| container_title | ACS catalysis |
| container_volume | 1 |
| creator | Hickman, Amanda J Sanford, Melanie S |
| description | This letter describes a new method for the highly site- and chemoselective Pd-catalyzed direct arylation of naphthalene. Tuning the structure of the diimine-ligated Pd catalyst results in formation of the α-arylated product in high yield and >50:1 selectivity. This is, to our knowledge, the first systematic evaluation of catalyst control in the C−H arylation of an unactivated aromatic substrate. Preliminary studies implicate an unusual mechanism involving sequential naphthalene π-coordination/metalation at PdIV. |
| doi_str_mv | 10.1021/cs1001543 |
| format | article |
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Tuning the structure of the diimine-ligated Pd catalyst results in formation of the α-arylated product in high yield and >50:1 selectivity. This is, to our knowledge, the first systematic evaluation of catalyst control in the C−H arylation of an unactivated aromatic substrate. Preliminary studies implicate an unusual mechanism involving sequential naphthalene π-coordination/metalation at PdIV.</abstract><pub>American Chemical Society</pub><doi>10.1021/cs1001543</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2155-5435 |
| ispartof | ACS catalysis, 2011-03, Vol.1 (3), p.170-174 |
| issn | 2155-5435 2155-5435 |
| language | eng ; jpn |
| recordid | cdi_acs_journals_10_1021_cs1001543 |
| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| title | Catalyst Control of Site Selectivity in the PdII/IV-Catalyzed Direct Arylation of Naphthalene |
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