포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구
Reaction mechanism of palladium(0, II)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction o...
Gespeichert in:
| Veröffentlicht in: | Journal of the Korean Chemical Society 1993, Vol.37 (10), p.903-909 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | kor |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 909 |
|---|---|
| container_issue | 10 |
| container_start_page | 903 |
| container_title | Journal of the Korean Chemical Society |
| container_volume | 37 |
| creator | 도명기(Myung-Ki Doh) 김봉곤(Bong-Gon Kim) 정맹준(Maeng-Jun Jung) 송영대(Young-Dae Song) 박병각(Byung-Kak Park) |
| description | Reaction mechanism of palladium(0, II)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction of 3-butenoic acid with palladium(0, II)-phosphines catalyst gives palladium containing cycloester through intermediate palladium-olefin ${\pi}$ -complex in the catalytic carbonylation. Palladium(0, II)-phosphines complexes catalyze the cyclocarbonylation of 3-butenoic acid to give 3-methylsuccinic anhydride and glutaric anhydride. But ${\pi}$ -complexes with palladium(0, II)-phosphines and unsaturated carboxylic acids such as crotonic acid and methacrylic acid are not effective the catalytic cyclocarbonylation. 팔라듐(0, II)-포스핀계 착물을 촉매로 하여 crotonic acid, methacrylic acid 및 3-butenoic acid 같은 불포화가크복실산의 카르보닐화 고리반응에서 생성가능한 물질의 구조를 확인하고, 그 반응메카니즘을 MM2 와 EHMO 계산에 의해서 추정하였다. 이 반응은 ${\pi}$ -착물을 거쳐 금속 함유 고리화합물을 만든 다음 산화성 첨가반응과 환원성 제거반응이 일어나 진행된다. ${\pi}$ -착물을 안정화시키는 crotonic acid, methacrylic acid 등은 카르보닐화 고리반응이 진행되지 않고, 3-butenoic acid는 무수카르복실산 유도체로서 glutaric anhydride와 3-methylsuccinic anhydride 및 이중결합이 자리옮김된 crotonic acid가 얻어졌다. |
| format | Article |
| fullrecord | <record><control><sourceid>nurimedia_kisti</sourceid><recordid>TN_cdi_kisti_ndsl_JAKO199313464513303</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><nurid>NODE11542098</nurid><sourcerecordid>NODE11542098</sourcerecordid><originalsourceid>FETCH-LOGICAL-k608-2567f424b47022776b2c8e3594d3389cb94258523081b2b60a84b646a9e259c23</originalsourceid><addsrcrecordid>eNqlUE1Lw0AUDKJg0f6HvQgVjGz27Sa7x-K3FnvxXpK2QrAWafTgTUVBrGBFSyu0EEEFIYdA6xf4azxmN3ePBq0fd09veDNvZnhDWooQoDpngIe1lIENSyeM8lEt7XmugxmAZWEBKe09PgvUyU3c3JO37SjcQzIMVedQNjooPr2U3Vd50UAqvJfBq2olqNuOmx0kH4-Tu_jqUr305W1f9h5U_UYdhAmNvld9WW8kChT1fHkXyLCtuucoo_wOJNzk9B_7TH4KvR1dT-o_XaLe4f9CB3EyPEPR0_OnotuX177y95FqhdFDMK6NrNsVr5wezDFtbX5ubWZRz-UXlmayOX3DxDx5mmmtU0IdamFCLMt0SJGXgQlaAuCi6AhKGGcEMDcc4pjY5tQxqWmLMmGiSGBMm_iy3XC9bbdQLXmVwnJ2JW8IAQZQkzIDAMOvrrpTczfLJdcubCXAru0WVvOzc4bBKMGCwwcpktup</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구</title><source>EZB-FREE-00999 freely available EZB journals</source><creator>도명기(Myung-Ki Doh) ; 김봉곤(Bong-Gon Kim) ; 정맹준(Maeng-Jun Jung) ; 송영대(Young-Dae Song) ; 박병각(Byung-Kak Park)</creator><creatorcontrib>도명기(Myung-Ki Doh) ; 김봉곤(Bong-Gon Kim) ; 정맹준(Maeng-Jun Jung) ; 송영대(Young-Dae Song) ; 박병각(Byung-Kak Park)</creatorcontrib><description>Reaction mechanism of palladium(0, II)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction of 3-butenoic acid with palladium(0, II)-phosphines catalyst gives palladium containing cycloester through intermediate palladium-olefin ${\pi}$ -complex in the catalytic carbonylation. Palladium(0, II)-phosphines complexes catalyze the cyclocarbonylation of 3-butenoic acid to give 3-methylsuccinic anhydride and glutaric anhydride. But ${\pi}$ -complexes with palladium(0, II)-phosphines and unsaturated carboxylic acids such as crotonic acid and methacrylic acid are not effective the catalytic cyclocarbonylation. 팔라듐(0, II)-포스핀계 착물을 촉매로 하여 crotonic acid, methacrylic acid 및 3-butenoic acid 같은 불포화가크복실산의 카르보닐화 고리반응에서 생성가능한 물질의 구조를 확인하고, 그 반응메카니즘을 MM2 와 EHMO 계산에 의해서 추정하였다. 이 반응은 ${\pi}$ -착물을 거쳐 금속 함유 고리화합물을 만든 다음 산화성 첨가반응과 환원성 제거반응이 일어나 진행된다. ${\pi}$ -착물을 안정화시키는 crotonic acid, methacrylic acid 등은 카르보닐화 고리반응이 진행되지 않고, 3-butenoic acid는 무수카르복실산 유도체로서 glutaric anhydride와 3-methylsuccinic anhydride 및 이중결합이 자리옮김된 crotonic acid가 얻어졌다.</description><identifier>ISSN: 1017-2548</identifier><identifier>EISSN: 2234-8530</identifier><language>kor</language><publisher>대한화학회</publisher><ispartof>Journal of the Korean Chemical Society, 1993, Vol.37 (10), p.903-909</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,4024</link.rule.ids></links><search><creatorcontrib>도명기(Myung-Ki Doh)</creatorcontrib><creatorcontrib>김봉곤(Bong-Gon Kim)</creatorcontrib><creatorcontrib>정맹준(Maeng-Jun Jung)</creatorcontrib><creatorcontrib>송영대(Young-Dae Song)</creatorcontrib><creatorcontrib>박병각(Byung-Kak Park)</creatorcontrib><title>포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구</title><title>Journal of the Korean Chemical Society</title><addtitle>Journal of the Korean Chemical Society</addtitle><description>Reaction mechanism of palladium(0, II)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction of 3-butenoic acid with palladium(0, II)-phosphines catalyst gives palladium containing cycloester through intermediate palladium-olefin ${\pi}$ -complex in the catalytic carbonylation. Palladium(0, II)-phosphines complexes catalyze the cyclocarbonylation of 3-butenoic acid to give 3-methylsuccinic anhydride and glutaric anhydride. But ${\pi}$ -complexes with palladium(0, II)-phosphines and unsaturated carboxylic acids such as crotonic acid and methacrylic acid are not effective the catalytic cyclocarbonylation. 팔라듐(0, II)-포스핀계 착물을 촉매로 하여 crotonic acid, methacrylic acid 및 3-butenoic acid 같은 불포화가크복실산의 카르보닐화 고리반응에서 생성가능한 물질의 구조를 확인하고, 그 반응메카니즘을 MM2 와 EHMO 계산에 의해서 추정하였다. 이 반응은 ${\pi}$ -착물을 거쳐 금속 함유 고리화합물을 만든 다음 산화성 첨가반응과 환원성 제거반응이 일어나 진행된다. ${\pi}$ -착물을 안정화시키는 crotonic acid, methacrylic acid 등은 카르보닐화 고리반응이 진행되지 않고, 3-butenoic acid는 무수카르복실산 유도체로서 glutaric anhydride와 3-methylsuccinic anhydride 및 이중결합이 자리옮김된 crotonic acid가 얻어졌다.</description><issn>1017-2548</issn><issn>2234-8530</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>JDI</sourceid><recordid>eNqlUE1Lw0AUDKJg0f6HvQgVjGz27Sa7x-K3FnvxXpK2QrAWafTgTUVBrGBFSyu0EEEFIYdA6xf4azxmN3ePBq0fd09veDNvZnhDWooQoDpngIe1lIENSyeM8lEt7XmugxmAZWEBKe09PgvUyU3c3JO37SjcQzIMVedQNjooPr2U3Vd50UAqvJfBq2olqNuOmx0kH4-Tu_jqUr305W1f9h5U_UYdhAmNvld9WW8kChT1fHkXyLCtuucoo_wOJNzk9B_7TH4KvR1dT-o_XaLe4f9CB3EyPEPR0_OnotuX177y95FqhdFDMK6NrNsVr5wezDFtbX5ubWZRz-UXlmayOX3DxDx5mmmtU0IdamFCLMt0SJGXgQlaAuCi6AhKGGcEMDcc4pjY5tQxqWmLMmGiSGBMm_iy3XC9bbdQLXmVwnJ2JW8IAQZQkzIDAMOvrrpTczfLJdcubCXAru0WVvOzc4bBKMGCwwcpktup</recordid><startdate>1993</startdate><enddate>1993</enddate><creator>도명기(Myung-Ki Doh)</creator><creator>김봉곤(Bong-Gon Kim)</creator><creator>정맹준(Maeng-Jun Jung)</creator><creator>송영대(Young-Dae Song)</creator><creator>박병각(Byung-Kak Park)</creator><general>대한화학회</general><scope>DBRKI</scope><scope>TDB</scope><scope>JDI</scope></search><sort><creationdate>1993</creationdate><title>포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구</title><author>도명기(Myung-Ki Doh) ; 김봉곤(Bong-Gon Kim) ; 정맹준(Maeng-Jun Jung) ; 송영대(Young-Dae Song) ; 박병각(Byung-Kak Park)</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-k608-2567f424b47022776b2c8e3594d3389cb94258523081b2b60a84b646a9e259c23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>kor</language><creationdate>1993</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>도명기(Myung-Ki Doh)</creatorcontrib><creatorcontrib>김봉곤(Bong-Gon Kim)</creatorcontrib><creatorcontrib>정맹준(Maeng-Jun Jung)</creatorcontrib><creatorcontrib>송영대(Young-Dae Song)</creatorcontrib><creatorcontrib>박병각(Byung-Kak Park)</creatorcontrib><collection>DBPIA - 디비피아</collection><collection>DBPIA</collection><collection>KoreaScience</collection><jtitle>Journal of the Korean Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>도명기(Myung-Ki Doh)</au><au>김봉곤(Bong-Gon Kim)</au><au>정맹준(Maeng-Jun Jung)</au><au>송영대(Young-Dae Song)</au><au>박병각(Byung-Kak Park)</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구</atitle><jtitle>Journal of the Korean Chemical Society</jtitle><addtitle>Journal of the Korean Chemical Society</addtitle><date>1993</date><risdate>1993</risdate><volume>37</volume><issue>10</issue><spage>903</spage><epage>909</epage><pages>903-909</pages><issn>1017-2548</issn><eissn>2234-8530</eissn><abstract>Reaction mechanism of palladium(0, II)-phosphines complexes catalyzed cyclocarbonylation for unsaturated carboxylic acid such as crotonic acid, methacrylic acid and 3-butenoic acid has been investigated by product analysis, molecular mechanics and extended Huckel molecular orbital method. Reaction of 3-butenoic acid with palladium(0, II)-phosphines catalyst gives palladium containing cycloester through intermediate palladium-olefin ${\pi}$ -complex in the catalytic carbonylation. Palladium(0, II)-phosphines complexes catalyze the cyclocarbonylation of 3-butenoic acid to give 3-methylsuccinic anhydride and glutaric anhydride. But ${\pi}$ -complexes with palladium(0, II)-phosphines and unsaturated carboxylic acids such as crotonic acid and methacrylic acid are not effective the catalytic cyclocarbonylation. 팔라듐(0, II)-포스핀계 착물을 촉매로 하여 crotonic acid, methacrylic acid 및 3-butenoic acid 같은 불포화가크복실산의 카르보닐화 고리반응에서 생성가능한 물질의 구조를 확인하고, 그 반응메카니즘을 MM2 와 EHMO 계산에 의해서 추정하였다. 이 반응은 ${\pi}$ -착물을 거쳐 금속 함유 고리화합물을 만든 다음 산화성 첨가반응과 환원성 제거반응이 일어나 진행된다. ${\pi}$ -착물을 안정화시키는 crotonic acid, methacrylic acid 등은 카르보닐화 고리반응이 진행되지 않고, 3-butenoic acid는 무수카르복실산 유도체로서 glutaric anhydride와 3-methylsuccinic anhydride 및 이중결합이 자리옮김된 crotonic acid가 얻어졌다.</abstract><pub>대한화학회</pub><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1017-2548 |
| ispartof | Journal of the Korean Chemical Society, 1993, Vol.37 (10), p.903-909 |
| issn | 1017-2548 2234-8530 |
| language | kor |
| recordid | cdi_kisti_ndsl_JAKO199313464513303 |
| source | EZB-FREE-00999 freely available EZB journals |
| title | 포스핀류가 배위된 팔라듐 착물에 의한 불포화카르복실산의 카르보닐화 고리반응 (제3보). 팔라듐 (O, Ⅱ)-포스핀계 착물에 의한 불포화카르복실산의 카르보닐화 반응 및 그의 이론적 연구 |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T10%3A22%3A27IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-nurimedia_kisti&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=%ED%8F%AC%EC%8A%A4%ED%95%80%EB%A5%98%EA%B0%80%20%EB%B0%B0%EC%9C%84%EB%90%9C%20%ED%8C%94%EB%9D%BC%EB%93%90%20%EC%B0%A9%EB%AC%BC%EC%97%90%20%EC%9D%98%ED%95%9C%20%EB%B6%88%ED%8F%AC%ED%99%94%EC%B9%B4%EB%A5%B4%EB%B3%B5%EC%8B%A4%EC%82%B0%EC%9D%98%20%EC%B9%B4%EB%A5%B4%EB%B3%B4%EB%8B%90%ED%99%94%20%EA%B3%A0%EB%A6%AC%EB%B0%98%EC%9D%91%20(%EC%A0%9C3%EB%B3%B4).%20%ED%8C%94%EB%9D%BC%EB%93%90%20(O,%20%E2%85%A1)-%ED%8F%AC%EC%8A%A4%ED%95%80%EA%B3%84%20%EC%B0%A9%EB%AC%BC%EC%97%90%20%EC%9D%98%ED%95%9C%20%EB%B6%88%ED%8F%AC%ED%99%94%EC%B9%B4%EB%A5%B4%EB%B3%B5%EC%8B%A4%EC%82%B0%EC%9D%98%20%EC%B9%B4%EB%A5%B4%EB%B3%B4%EB%8B%90%ED%99%94%20%EB%B0%98%EC%9D%91%20%EB%B0%8F%20%EA%B7%B8%EC%9D%98%20%EC%9D%B4%EB%A1%A0%EC%A0%81%20%EC%97%B0%EA%B5%AC&rft.jtitle=Journal%20of%20the%20Korean%20Chemical%20Society&rft.au=%EB%8F%84%EB%AA%85%EA%B8%B0(Myung-Ki%20Doh)&rft.date=1993&rft.volume=37&rft.issue=10&rft.spage=903&rft.epage=909&rft.pages=903-909&rft.issn=1017-2548&rft.eissn=2234-8530&rft_id=info:doi/&rft_dat=%3Cnurimedia_kisti%3ENODE11542098%3C/nurimedia_kisti%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_nurid=NODE11542098&rfr_iscdi=true |