Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation
Two chiral ferrocenyl amino alcohols ( IIIa and IIIb ) have been synthesized for the iridium catalyzed asymmetric transfer hydrogenation of aromatic ketones. The structures of two chiral ferrocenyl amino alcohols have been determined by single crystal X-ray diffraction (CIF files CCDC nos. 1056737 (...
Gespeichert in:
| Veröffentlicht in: | Russian journal of coordination chemistry 2018-11, Vol.44 (11), p.688-692 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 692 |
|---|---|
| container_issue | 11 |
| container_start_page | 688 |
| container_title | Russian journal of coordination chemistry |
| container_volume | 44 |
| creator | Zhang, Y. M. Li, P. Q. Liu, P. |
| description | Two chiral ferrocenyl amino alcohols (
IIIa
and
IIIb
) have been synthesized for the iridium catalyzed asymmetric transfer hydrogenation of aromatic ketones. The structures of two chiral ferrocenyl amino alcohols have been determined by single crystal X-ray diffraction (CIF files CCDC nos. 1056737 (
IIIa
) and 1056734 (
IIIb
)). The results show that the activity and enantioselectivity of the chiral iridium catalyst are very sensitive to the substrate structure. Ir(I)-catalyzed asymmetric transfer hydrogenation of acetophenone resulted in moderate to good yield and lower enantioselectivity; asymmetric transfer hydrogenation of proopiophenone and 2-benzoylpyridine resulted in lower yield and lower enantioselectivity; as for 4-benzoylpyridine, good results have been achieved. |
| doi_str_mv | 10.1134/S1070328418110106 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2118844374</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2118844374</sourcerecordid><originalsourceid>FETCH-LOGICAL-c316t-e74792a303cbe496e685bb980bed13ec437436ace0b0c5d5bbdf77f4a3ee29b13</originalsourceid><addsrcrecordid>eNp1kE9Lw0AQxRdRsFY_gLcFr0Z3smn-HEuxtlDw0PYcNptJm5Ls1tntId_erRU8iKcZ5r3fG3iMPYJ4AZDJ6xpEJmScJ5ADCBDpFRtBKvJISsivwx7k6KzfsjvnDiJYxKQYMbcejN-ja90zn9HgvOr42tNJ-xMhtw2f7VsKtzkSWY1m6Pi0b43l007bve0CpkzNl97xrUPeWOJTN_Q9emo135AyrkHii6Emu0OjfGvNPbtpVOfw4WeO2Xb-tpktotXH-3I2XUVaQuojzJKsiJUUUleYFCmm-aSqilxUWINEncgskanSKCqhJ3XQ6ibLmkRJxLioQI7Z0yX3SPbzhM6XB3siE16WMUCeJ98JYwYXlybrHGFTHqntFQ0liPLcbfmn28DEF8YFr9kh_Sb_D30Byg18Tg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2118844374</pqid></control><display><type>article</type><title>Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation</title><source>SpringerNature Journals</source><creator>Zhang, Y. M. ; Li, P. Q. ; Liu, P.</creator><creatorcontrib>Zhang, Y. M. ; Li, P. Q. ; Liu, P.</creatorcontrib><description>Two chiral ferrocenyl amino alcohols (
IIIa
and
IIIb
) have been synthesized for the iridium catalyzed asymmetric transfer hydrogenation of aromatic ketones. The structures of two chiral ferrocenyl amino alcohols have been determined by single crystal X-ray diffraction (CIF files CCDC nos. 1056737 (
IIIa
) and 1056734 (
IIIb
)). The results show that the activity and enantioselectivity of the chiral iridium catalyst are very sensitive to the substrate structure. Ir(I)-catalyzed asymmetric transfer hydrogenation of acetophenone resulted in moderate to good yield and lower enantioselectivity; asymmetric transfer hydrogenation of proopiophenone and 2-benzoylpyridine resulted in lower yield and lower enantioselectivity; as for 4-benzoylpyridine, good results have been achieved.</description><identifier>ISSN: 1070-3284</identifier><identifier>EISSN: 1608-3318</identifier><identifier>DOI: 10.1134/S1070328418110106</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Acetophenone ; Alcohol ; Alcohols ; Asymmetry ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Crystal structure ; Diffraction ; Enantiomers ; Hydrogenation ; Inorganic Chemistry ; Iridium ; Ketones ; Physical Chemistry ; Single crystals ; Substrates ; X-ray diffraction</subject><ispartof>Russian journal of coordination chemistry, 2018-11, Vol.44 (11), p.688-692</ispartof><rights>Pleiades Publishing, Ltd. 2018</rights><rights>Copyright Springer Science & Business Media 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-e74792a303cbe496e685bb980bed13ec437436ace0b0c5d5bbdf77f4a3ee29b13</citedby><cites>FETCH-LOGICAL-c316t-e74792a303cbe496e685bb980bed13ec437436ace0b0c5d5bbdf77f4a3ee29b13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070328418110106$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070328418110106$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>315,781,785,27929,27930,41493,42562,51324</link.rule.ids></links><search><creatorcontrib>Zhang, Y. M.</creatorcontrib><creatorcontrib>Li, P. Q.</creatorcontrib><creatorcontrib>Liu, P.</creatorcontrib><title>Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation</title><title>Russian journal of coordination chemistry</title><addtitle>Russ J Coord Chem</addtitle><description>Two chiral ferrocenyl amino alcohols (
IIIa
and
IIIb
) have been synthesized for the iridium catalyzed asymmetric transfer hydrogenation of aromatic ketones. The structures of two chiral ferrocenyl amino alcohols have been determined by single crystal X-ray diffraction (CIF files CCDC nos. 1056737 (
IIIa
) and 1056734 (
IIIb
)). The results show that the activity and enantioselectivity of the chiral iridium catalyst are very sensitive to the substrate structure. Ir(I)-catalyzed asymmetric transfer hydrogenation of acetophenone resulted in moderate to good yield and lower enantioselectivity; asymmetric transfer hydrogenation of proopiophenone and 2-benzoylpyridine resulted in lower yield and lower enantioselectivity; as for 4-benzoylpyridine, good results have been achieved.</description><subject>Acetophenone</subject><subject>Alcohol</subject><subject>Alcohols</subject><subject>Asymmetry</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Crystal structure</subject><subject>Diffraction</subject><subject>Enantiomers</subject><subject>Hydrogenation</subject><subject>Inorganic Chemistry</subject><subject>Iridium</subject><subject>Ketones</subject><subject>Physical Chemistry</subject><subject>Single crystals</subject><subject>Substrates</subject><subject>X-ray diffraction</subject><issn>1070-3284</issn><issn>1608-3318</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kE9Lw0AQxRdRsFY_gLcFr0Z3smn-HEuxtlDw0PYcNptJm5Ls1tntId_erRU8iKcZ5r3fG3iMPYJ4AZDJ6xpEJmScJ5ADCBDpFRtBKvJISsivwx7k6KzfsjvnDiJYxKQYMbcejN-ja90zn9HgvOr42tNJ-xMhtw2f7VsKtzkSWY1m6Pi0b43l007bve0CpkzNl97xrUPeWOJTN_Q9emo135AyrkHii6Emu0OjfGvNPbtpVOfw4WeO2Xb-tpktotXH-3I2XUVaQuojzJKsiJUUUleYFCmm-aSqilxUWINEncgskanSKCqhJ3XQ6ibLmkRJxLioQI7Z0yX3SPbzhM6XB3siE16WMUCeJ98JYwYXlybrHGFTHqntFQ0liPLcbfmn28DEF8YFr9kh_Sb_D30Byg18Tg</recordid><startdate>20181101</startdate><enddate>20181101</enddate><creator>Zhang, Y. M.</creator><creator>Li, P. Q.</creator><creator>Liu, P.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20181101</creationdate><title>Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation</title><author>Zhang, Y. M. ; Li, P. Q. ; Liu, P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-e74792a303cbe496e685bb980bed13ec437436ace0b0c5d5bbdf77f4a3ee29b13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acetophenone</topic><topic>Alcohol</topic><topic>Alcohols</topic><topic>Asymmetry</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Crystal structure</topic><topic>Diffraction</topic><topic>Enantiomers</topic><topic>Hydrogenation</topic><topic>Inorganic Chemistry</topic><topic>Iridium</topic><topic>Ketones</topic><topic>Physical Chemistry</topic><topic>Single crystals</topic><topic>Substrates</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Y. M.</creatorcontrib><creatorcontrib>Li, P. Q.</creatorcontrib><creatorcontrib>Liu, P.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of coordination chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Y. M.</au><au>Li, P. Q.</au><au>Liu, P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation</atitle><jtitle>Russian journal of coordination chemistry</jtitle><stitle>Russ J Coord Chem</stitle><date>2018-11-01</date><risdate>2018</risdate><volume>44</volume><issue>11</issue><spage>688</spage><epage>692</epage><pages>688-692</pages><issn>1070-3284</issn><eissn>1608-3318</eissn><abstract>Two chiral ferrocenyl amino alcohols (
IIIa
and
IIIb
) have been synthesized for the iridium catalyzed asymmetric transfer hydrogenation of aromatic ketones. The structures of two chiral ferrocenyl amino alcohols have been determined by single crystal X-ray diffraction (CIF files CCDC nos. 1056737 (
IIIa
) and 1056734 (
IIIb
)). The results show that the activity and enantioselectivity of the chiral iridium catalyst are very sensitive to the substrate structure. Ir(I)-catalyzed asymmetric transfer hydrogenation of acetophenone resulted in moderate to good yield and lower enantioselectivity; asymmetric transfer hydrogenation of proopiophenone and 2-benzoylpyridine resulted in lower yield and lower enantioselectivity; as for 4-benzoylpyridine, good results have been achieved.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070328418110106</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-3284 |
| ispartof | Russian journal of coordination chemistry, 2018-11, Vol.44 (11), p.688-692 |
| issn | 1070-3284 1608-3318 |
| language | eng |
| recordid | cdi_proquest_journals_2118844374 |
| source | SpringerNature Journals |
| subjects | Acetophenone Alcohol Alcohols Asymmetry Chemical synthesis Chemistry Chemistry and Materials Science Crystal structure Diffraction Enantiomers Hydrogenation Inorganic Chemistry Iridium Ketones Physical Chemistry Single crystals Substrates X-ray diffraction |
| title | Synthesis, Crystal Structure of Chiral Ferrocenyl Amino Alcohols, and Its Use for Asymmetric Transfer Hydrogenation |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-14T22%3A08%3A28IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis,%20Crystal%20Structure%20of%20Chiral%20Ferrocenyl%20Amino%20Alcohols,%20and%20Its%20Use%20for%20Asymmetric%20Transfer%20Hydrogenation&rft.jtitle=Russian%20journal%20of%20coordination%20chemistry&rft.au=Zhang,%20Y.%20M.&rft.date=2018-11-01&rft.volume=44&rft.issue=11&rft.spage=688&rft.epage=692&rft.pages=688-692&rft.issn=1070-3284&rft.eissn=1608-3318&rft_id=info:doi/10.1134/S1070328418110106&rft_dat=%3Cproquest_cross%3E2118844374%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2118844374&rft_id=info:pmid/&rfr_iscdi=true |