Preparation of novel axially chiral NHC-Pd(II) complexes and their application in oxidative kinetic resolution of secondary alcohols
Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes wer...
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| Veröffentlicht in: | Applied organometallic chemistry 2009-05, Vol.23 (5), p.183-190 |
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| creator | Liu, Shi-Jia Liu, Lian-jun Shi, Min |
| description | Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities. Copyright © 2009 John Wiley & Sons, Ltd.
Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities. |
| doi_str_mv | 10.1002/aoc.1491 |
| format | Article |
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Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.1491</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) ; 1′-binaphthalenyl-2 ; 2′-diamine (BINAM) ; axially chiral NHC-Pd(II) complex ; H8-BINAM ; oxidative kinetic resolution of secondary alcohols ; X-ray diffraction</subject><ispartof>Applied organometallic chemistry, 2009-05, Vol.23 (5), p.183-190</ispartof><rights>Copyright © 2009 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3341-d19205f78d20c7b4be39ec5d90c0f40eb56aaf0fe372f9750132222a96d61cb93</citedby><cites>FETCH-LOGICAL-c3341-d19205f78d20c7b4be39ec5d90c0f40eb56aaf0fe372f9750132222a96d61cb93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.1491$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.1491$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Liu, Shi-Jia</creatorcontrib><creatorcontrib>Liu, Lian-jun</creatorcontrib><creatorcontrib>Shi, Min</creatorcontrib><title>Preparation of novel axially chiral NHC-Pd(II) complexes and their application in oxidative kinetic resolution of secondary alcohols</title><title>Applied organometallic chemistry</title><addtitle>Appl. Organometal. Chem</addtitle><description>Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities. Copyright © 2009 John Wiley & Sons, Ltd.
Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities.</description><subject>1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM)</subject><subject>1′-binaphthalenyl-2</subject><subject>2′-diamine (BINAM)</subject><subject>axially chiral NHC-Pd(II) complex</subject><subject>H8-BINAM</subject><subject>oxidative kinetic resolution of secondary alcohols</subject><subject>X-ray diffraction</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp10E1LAzEQBuAgCtYP8CfkJPWwOtnsR3Msi7aFoj1U9BbS7CyNpps12db27g93pSp4MJch8PDO8BJyweCaAcQ3yulrlgh2QHoMhIgg5-KQ9CDOBlGcQXpMTkJ4AQCRsaRHPmYeG-VVa1xNXUVrt0FL1dYoa3dUL41Xlt6Pi2hW9ieTK6rdqrG4xUBVXdJ2icZT1TTW6H2E6VK2puw-G6SvpsbWaOoxOLv-WRFQu7pUfkeV1W7pbDgjR5WyAc-_5yl5vLudF-No-jCaFMNppDlPWFQyEUNa5YMyBp0vkgVygTotBWioEsBFmilVQYU8jyuRp8B43D0lsjJjeiH4Kbnc5zbeva0xtHJlgkZrVY1uHSRPOGODJOtgfw-1dyF4rGTjzao7WTKQXzXLrmb5VXNHoz19NxZ3_zo5fCj-ehNa3P565V9llvM8lU_3I5kWY-DwPJdz_glwx48Q</recordid><startdate>200905</startdate><enddate>200905</enddate><creator>Liu, Shi-Jia</creator><creator>Liu, Lian-jun</creator><creator>Shi, Min</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>200905</creationdate><title>Preparation of novel axially chiral NHC-Pd(II) complexes and their application in oxidative kinetic resolution of secondary alcohols</title><author>Liu, Shi-Jia ; Liu, Lian-jun ; Shi, Min</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3341-d19205f78d20c7b4be39ec5d90c0f40eb56aaf0fe372f9750132222a96d61cb93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM)</topic><topic>1′-binaphthalenyl-2</topic><topic>2′-diamine (BINAM)</topic><topic>axially chiral NHC-Pd(II) complex</topic><topic>H8-BINAM</topic><topic>oxidative kinetic resolution of secondary alcohols</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Shi-Jia</creatorcontrib><creatorcontrib>Liu, Lian-jun</creatorcontrib><creatorcontrib>Shi, Min</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Shi-Jia</au><au>Liu, Lian-jun</au><au>Shi, Min</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of novel axially chiral NHC-Pd(II) complexes and their application in oxidative kinetic resolution of secondary alcohols</atitle><jtitle>Applied organometallic chemistry</jtitle><addtitle>Appl. Organometal. Chem</addtitle><date>2009-05</date><risdate>2009</risdate><volume>23</volume><issue>5</issue><spage>183</spage><epage>190</epage><pages>183-190</pages><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities. Copyright © 2009 John Wiley & Sons, Ltd.
Novel axially chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were prepared from optically active 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) and H8‐BINAM and their crystal structures were unambiguously determined by X‐ray diffraction. These chiral N‐heterocyclic carbene (NHC) Pd(II) complexes were applied in the oxidative kinetic resolution of secondary alcohols using molecular oxygen as a terminal oxidant or under aerobic conditions, affording the corresponding sec‐alcohols in good yields with moderate to good enantioselectivities.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/aoc.1491</doi><tpages>8</tpages></addata></record> |
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| identifier | ISSN: 0268-2605 |
| ispartof | Applied organometallic chemistry, 2009-05, Vol.23 (5), p.183-190 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | 1,1′‐binaphthalenyl‐2,2′‐diamine (BINAM) 1′-binaphthalenyl-2 2′-diamine (BINAM) axially chiral NHC-Pd(II) complex H8-BINAM oxidative kinetic resolution of secondary alcohols X-ray diffraction |
| title | Preparation of novel axially chiral NHC-Pd(II) complexes and their application in oxidative kinetic resolution of secondary alcohols |
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