Synthesis of ( ±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively
3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of ( ±)-3,3′-diphenyl BINOLs via ( ±)-3,3′ bis-halogenated BINOLs intermediates using ( ±)-BINOL as starting mat...
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| Veröffentlicht in: | Chemical papers 2021-02, Vol.75 (2), p.831-836 |
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| creator | Fu, Zhengjiang Cao, Xihan Hao, Guangguo Shi, Quanqing Cai, Hu |
| description | 3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of ( ±)-3,3′-diphenyl BINOLs via ( ±)-3,3′ bis-halogenated BINOLs intermediates using ( ±)-BINOL as starting material have been established. Both routes are four-step reactions, characterized by the use of different catalysts in the third step, the total yield of the first route is 45%, while overall yield of the second route is 51% yield. |
| doi_str_mv | 10.1007/s11696-020-01308-w |
| format | Article |
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Both routes are four-step reactions, characterized by the use of different catalysts in the third step, the total yield of the first route is 45%, while overall yield of the second route is 51% yield.</description><identifier>ISSN: 2585-7290</identifier><identifier>ISSN: 0366-6352</identifier><identifier>EISSN: 1336-9075</identifier><identifier>DOI: 10.1007/s11696-020-01308-w</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Biochemistry ; Biotechnology ; Catalysts ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Industrial Chemistry/Chemical Engineering ; Materials Science ; Medicinal Chemistry ; Phosphoric acid ; Short Communication</subject><ispartof>Chemical papers, 2021-02, Vol.75 (2), p.831-836</ispartof><rights>Institute of Chemistry, Slovak Academy of Sciences 2020</rights><rights>Institute of Chemistry, Slovak Academy of Sciences 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-e5eaae58e4e87f0cdfe5509039941c8b3aaa4f84b6ea8650db1ac7ed952645cb3</citedby><cites>FETCH-LOGICAL-c319t-e5eaae58e4e87f0cdfe5509039941c8b3aaa4f84b6ea8650db1ac7ed952645cb3</cites><orcidid>0000-0003-0908-2666</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11696-020-01308-w$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11696-020-01308-w$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Fu, Zhengjiang</creatorcontrib><creatorcontrib>Cao, Xihan</creatorcontrib><creatorcontrib>Hao, Guangguo</creatorcontrib><creatorcontrib>Shi, Quanqing</creatorcontrib><creatorcontrib>Cai, Hu</creatorcontrib><title>Synthesis of ( ±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively</title><title>Chemical papers</title><addtitle>Chem. 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Pap</stitle><date>2021-02-01</date><risdate>2021</risdate><volume>75</volume><issue>2</issue><spage>831</spage><epage>836</epage><pages>831-836</pages><issn>2585-7290</issn><issn>0366-6352</issn><eissn>1336-9075</eissn><abstract>3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of ( ±)-3,3′-diphenyl BINOLs via ( ±)-3,3′ bis-halogenated BINOLs intermediates using ( ±)-BINOL as starting material have been established. Both routes are four-step reactions, characterized by the use of different catalysts in the third step, the total yield of the first route is 45%, while overall yield of the second route is 51% yield.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><doi>10.1007/s11696-020-01308-w</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0003-0908-2666</orcidid></addata></record> |
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| source | Springer Online Journals |
| subjects | Biochemistry Biotechnology Catalysts Chemistry Chemistry and Materials Science Chemistry/Food Science Industrial Chemistry/Chemical Engineering Materials Science Medicinal Chemistry Phosphoric acid Short Communication |
| title | Synthesis of ( ±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively |
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