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    Synthesis of Terminal Alkenes From Internal Alkenes Via Olefin Metathesis
    12.
    发明申请
    Synthesis of Terminal Alkenes From Internal Alkenes Via Olefin Metathesis 有权
    通过烯烃复分解从内部烯烃合成末端烯烃

    公开(公告)号：US20100145086A1

    公开(公告)日：2010-06-10

    申请号：US12445000

    申请日：2007-10-15

    申请人： Yann Schrodi ,  Richard L. Pederson ,  Hiroki Kaido ,  Michael John Tupy

    发明人： Yann Schrodi ,  Richard L. Pederson ,  Hiroki Kaido ,  Michael John Tupy

    IPC分类号： C11B3/02

    CPC分类号： B01J31/2278 ,  B01J2231/54 ,  B01J2531/821 ,  C07C6/04 ,  C07C67/333 ,  C07C67/475 ,  C07C2531/22 ,  C07C2531/24 ,  C07C11/02 ,  C07C69/533 ,  C07C69/73

    摘要： This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.

    摘要翻译： 本公开一般涉及烯烃复分解，更具体地涉及使用由烯烃复分解催化剂催化的交叉复分解反应从内部烯烃合成末端烯烃。 根据一个方面，例如，提供了一种用于合成末端烯烃的方法，所述方法包括在钌亚烷基复分解催化剂存在下使由至少一种内烯烃组成的烯属基材与由 在有效允许发生交叉复分解的反应条件下，α烯烃反应物，其中反应条件包括至少35℃的反应温度。本文公开的方法，组合物，反应和反应系统可用于催化领域 ，有机合成和工业化学。

    Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
    13.
    发明授权
    Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts 有权
    螯合卡宾配体前体及其在复分解催化剂合成中的应用

    公开(公告)号：US06620955B1

    公开(公告)日：2003-09-16

    申请号：US10295773

    申请日：2002-11-15

    申请人： Richard L. Pederson ,  Jason K. Woertink ,  Christopher M. Haar ,  David E. Gindelberger ,  Yann Schrodi

    发明人： Richard L. Pederson ,  Jason K. Woertink ,  Christopher M. Haar ,  David E. Gindelberger ,  Yann Schrodi

    IPC分类号： C07F1500

    CPC分类号： B01J31/2414 ,  B01J31/1805 ,  B01J31/2204 ,  B01J31/2208 ,  B01J31/2265 ,  B01J31/2273 ,  B01J31/2278 ,  B01J31/2404 ,  B01J2231/50 ,  B01J2231/54 ,  B01J2231/543 ,  B01J2531/821 ,  B01J2531/825 ,  C07F15/002 ,  C07F15/0046

    摘要： Chelating ligand precursors for the preparation of olefin metathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various metathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene metathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type metathesis catalysts. The invention provides an efficient method for preparing chelating-carbene metathesis catalysts by reacting a suitable ruthenium complex in high concentrations of the ligand precursors followed by crystallization from an organic solvent.

    摘要翻译： 公开了用于制备烯烃复分解催化剂的螯合配体前体。 所得催化剂是能够有效促进各种复分解反应的空气稳定的单体物质，其可以从反应混合物中回收并重复使用。 使用内部烯烃化合物，特别是β-取代的苯乙烯作为配体前体。 与末端烯烃化合物如未取代的苯乙烯相比，β-取代的苯乙烯更容易制备成本更低，更稳定，因为它们不易于自发聚合。 公开了不使用CuCl制备螯合 - 碳烯复分解催化剂的方法。 这通过用有机酸，无机酸，温和氧化剂甚至水代替它来消除对CuCl的需要，导致Hoveyda型复分解催化剂的高产率。 本发明提供了一种制备螯合碳烯复分解催化剂的有效方法，该方法是通过在高浓度配体前体中合适的钌络合物，然后从有机溶剂中结晶而制备。

    SYNTHESIS OF TERMINAL ALKENES FROM INTERNAL ALKENES AND ETHYLENE VIA OLEFIN METATHESIS
    14.
    发明申请
    SYNTHESIS OF TERMINAL ALKENES FROM INTERNAL ALKENES AND ETHYLENE VIA OLEFIN METATHESIS 有权
    通过烯烃组合从内部烯烃和乙烯合成终端碱

    公开(公告)号：US20120071676A1

    公开(公告)日：2012-03-22

    申请号：US13234542

    申请日：2011-09-16

    申请人： Yann Schrodi

    发明人： Yann Schrodi

    IPC分类号： C07C67/30

    CPC分类号： C07C6/04 ,  B01J31/12 ,  B01J31/2265 ,  B01J2231/543 ,  B01J2531/821 ,  C07C67/333 ,  C07C2531/18 ,  C07C2531/22 ,  C07C2531/24 ,  C07C2531/28 ,  C07F15/0046 ,  C07C11/02 ,  C07C69/533

    摘要： This invention relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by a selected olefin metathesis catalyst. In one embodiment of the invention, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting an olefinic substrate comprised of at least one internal olefin with ethylene, in the presence of a metathesis catalyst, wherein the catalyst is present in an amount that is less than about 1000 ppm relative to the olefinic substrate, and wherein the metathesis catalyst has the structure of formula (II) wherein the various substituents are as defined herein. The invention has utility, for example, in the fields of catalysis, organic synthesis, and industrial chemistry.

    摘要翻译： 本发明一般涉及烯烃复分解，更具体地涉及使用由选定的烯烃复分解催化剂催化的交叉复分解反应从内部烯烃合成末端烯烃。 在本发明的一个实施方案中，例如，提供了一种用于合成末端烯烃的方法，该方法包括在复分解催化剂存在下将由至少一种内烯烃组成的烯属基材与乙烯接触，其中存在催化剂 其量相对于烯属底物小于约1000ppm，并且其中复分解催化剂具有式（II）的结构，其中各种取代基如本文所定义。 本发明可用于例如催化，有机合成和工业化学领域。

    Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis
    15.
    发明授权
    Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis 有权
    通过烯烃复分解从内部烯烃和乙烯合成末端烯烃

    公开(公告)号：US08067610B2

    公开(公告)日：2011-11-29

    申请号：US11879029

    申请日：2007-07-13

    申请人： Yann Schrodi

    发明人： Yann Schrodi

    IPC分类号： C07F15/00

    CPC分类号： C07C6/04 ,  B01J31/12 ,  B01J31/2265 ,  B01J2231/543 ,  B01J2531/821 ,  C07C67/333 ,  C07C2531/18 ,  C07C2531/22 ,  C07C2531/24 ,  C07C2531/28 ,  C07F15/0046 ,  C07C11/02 ,  C07C69/533

    摘要： This invention relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by a selected olefin metathesis catalyst. In one embodiment of the invention, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting an olefinic substrate comprised of at least one internal olefin with ethylene, in the presence of a metathesis catalyst, wherein the catalyst is present in an amount that is less than about 1000 ppm relative to the olefinic substrate, and wherein the metathesis catalyst has the structure of formula (II) wherein the various substituents are as defined herein. The invention has utility, for example, in the fields of catalysis, organic synthesis, and industrial chemistry.

    摘要翻译： 本发明一般涉及烯烃复分解，更具体地涉及使用由选定的烯烃复分解催化剂催化的交叉复分解反应从内部烯烃合成末端烯烃。 在本发明的一个实施方案中，例如，提供了一种用于合成末端烯烃的方法，该方法包括在复分解催化剂存在下将由至少一种内烯烃组成的烯属基材与乙烯接触，其中存在催化剂 其量相对于烯属底物小于约1000ppm，并且其中复分解催化剂具有式（II）的结构，其中各种取代基如本文所定义。 本发明可用于例如催化，有机合成和工业化学领域。

    Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
    17.
    发明授权
    Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts 有权
    螯合卡宾配体前体及其在复分解催化剂合成中的应用

    公开(公告)号：US07820843B2

    公开(公告)日：2010-10-26

    申请号：US12333125

    申请日：2008-12-11

    申请人： Richard L. Pederson ,  Jason K. Woertink ,  Christopher M. Haar ,  David E. Gindelberger ,  Yann Schrodi

    发明人： Richard L. Pederson ,  Jason K. Woertink ,  Christopher M. Haar ,  David E. Gindelberger ,  Yann Schrodi

    IPC分类号： C07F15/00 ,  B01J31/00

    CPC分类号： B01J31/2414 ,  B01J31/1805 ,  B01J31/2204 ,  B01J31/2208 ,  B01J31/2265 ,  B01J31/2273 ,  B01J31/2278 ,  B01J31/2404 ,  B01J2231/50 ,  B01J2231/54 ,  B01J2231/543 ,  B01J2531/821 ,  B01J2531/825 ,  C07F15/002 ,  C07F15/0046

    摘要： Chelating ligand precursors for the preparation of olefin methathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various methathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene methathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type methathesis catalysts. The invention provides an efficient method for preparing chelating-carbene metathesis catalysts by reacting a suitable ruthenium complex in high concentrations of the ligand precursors followed by crystallization from an organic solvent.

    摘要翻译： 公开了用于制备烯烃复合催化剂的螯合配体前体。 得到的催化剂是能够有效促进各种复合反应的空气稳定的单体物质，其可以从反应混合物中回收并重复使用。 使用内部烯烃化合物，特别是β-取代的苯乙烯作为配体前体。 与末端烯烃化合物如未取代的苯乙烯相比，β-取代的苯乙烯更容易制备成本更低，更稳定，因为它们不易于自发聚合。 公开了不使用CuCl制备螯合 - 卡宾络合催化剂的方法。 这通过用有机酸，无机酸，温和氧化剂甚至水代替它来消除对CuCl的需要，导致Hoveyda型复分解催化剂的高产率。 本发明提供了一种制备螯合碳烯复分解催化剂的有效方法，该方法是通过在高浓度配体前体中合适的钌络合物，然后从有机溶剂中结晶而制备。

    Metathesis Methods Involving Hydrogenation and Compositions Relating to Same
    18.
    发明申请
    Metathesis Methods Involving Hydrogenation and Compositions Relating to Same 有权
    涉及氢化和组成的复分解方法相关

    公开(公告)号：US20100094034A1

    公开(公告)日：2010-04-15

    申请号：US12444791

    申请日：2007-10-15

    申请人： Hiroki Kaido ,  Michael John Tupy ,  Richard L. Pederson ,  Yann Schrodi

    发明人： Hiroki Kaido ,  Michael John Tupy ,  Richard L. Pederson ,  Yann Schrodi

    IPC分类号： C07C51/36

    CPC分类号： C11C3/00

    摘要： Disclosed are improved methods for conducting metathesis utilizing polyunsaturated fatty acid compositions (e.g., polyunsaturated fatty acid polyol esters, polyunsaturated fatty acids, polyunsaturated fatty esters, and mixtures), such as those found in naturally occurring oils and fats, as the starting material. The inventive methods involve hydrogenation of polyunsaturated fatty acid compositions prior to metathesis, thereby providing partially-hydrogenation compositions having a relatively higher amount of monounsaturated fatty acid species. The partially hydrogenated composition can then be subjected to metathesis to provide a metathesis product composition containing industrially useful compounds.

    摘要翻译： 公开了使用多不饱和脂肪酸组合物（例如多不饱和脂肪酸多元醇酯，多不饱和脂肪酸，多不饱和脂肪酸酯和混合物）进行复分解的改进方法，例如在天然存在的油和脂肪中发现的那些作为起始原料。 本发明的方法包括在复分解之前加氢多不饱和脂肪酸组合物，从而提供具有相对较高量的单不饱和脂肪酸物质的部分氢化组合物。 然后可以对部分氢化的组合物进行复分解，以提供含有工业上有用的化合物的复分解产物组合物。

    CHELATING CARBENE LIGAND PRECURSORS AND THEIR USE IN THE SYNTHESIS OF METATHESIS CATALYSTS
    20.
    发明申请
    CHELATING CARBENE LIGAND PRECURSORS AND THEIR USE IN THE SYNTHESIS OF METATHESIS CATALYSTS 审中-公开
    卡特彼勒前驱剂及其在合成催化剂合成中的应用

    公开(公告)号：US20080108841A1

    公开(公告)日：2008-05-08

    申请号：US11853598

    申请日：2007-09-11

    申请人： Richard Pederson ,  Jason Woertink ,  Christopher Haar ,  David Gindelberger ,  Yann Schrodi

    发明人： Richard Pederson ,  Jason Woertink ,  Christopher Haar ,  David Gindelberger ,  Yann Schrodi

    IPC分类号： C07F15/00

    CPC分类号： B01J31/2414 ,  B01J31/1805 ,  B01J31/2204 ,  B01J31/2208 ,  B01J31/2265 ,  B01J31/2273 ,  B01J31/2278 ,  B01J31/2404 ,  B01J2231/50 ,  B01J2231/54 ,  B01J2231/543 ,  B01J2531/821 ,  B01J2531/825 ,  C07F15/002 ,  C07F15/0046

    摘要： Chelating ligand precursors for the preparation of olefin metathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various metathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene metathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type metathesis catalysts. The invention provides an efficient method for preparing chelating-carbene metathesis catalysts by reacting a suitable ruthenium complex in high concentrations of the ligand precursors followed by crystallization from an organic solvent.

    摘要翻译： 公开了用于制备烯烃复分解催化剂的螯合配体前体。 所得催化剂是能够有效促进各种复分解反应的空气稳定的单体物质，其可以从反应混合物中回收并重复使用。 使用内部烯烃化合物，特别是β-取代的苯乙烯作为配体前体。 与末端烯烃化合物如未取代的苯乙烯相比，β-取代的苯乙烯更容易制备成本更低，更稳定，因为它们不易于自发聚合。 公开了不使用CuCl制备螯合 - 碳烯复分解催化剂的方法。 这通过用有机酸，无机酸，温和氧化剂甚至水代替它来消除对CuCl的需要，导致Hoveyda型复分解催化剂的高产率。 本发明提供了一种制备螯合碳烯复分解催化剂的有效方法，该方法是通过在高浓度配体前体中合适的钌络合物，然后从有机溶剂中结晶而制备。