Metathesis catalysts and reactions using the catalysts

    公开(公告)号:US11285466B2

    公开(公告)日:2022-03-29

    申请号:US16439512

    申请日:2019-06-12

    Applicant: Ximo AG

    Abstract: The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%, characterized in that as compound that catalyzes said metathesis reaction a compound of the following formula is used: wherein M is Mo or W; R1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R2 and R3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R4 is a residue R6—X—, wherein X═O and R6 is aryl, optionally substituted; or X═S and R6 is aryl, optionally substituted; or X═O and R6 is (R7, R8, R9)Si; wherein R7, R8, R9 are alkyl or phenyl, optionally substituted; or X═O and R6 is (R10, R11, R12)C, wherein R10, R11, R12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.

    IMMOBILIZED METATHESIS TUNGSTEN CATALYSTS AND USE THEREOF IN OLEFIN METATHESIS
    4.
    发明申请
    IMMOBILIZED METATHESIS TUNGSTEN CATALYSTS AND USE THEREOF IN OLEFIN METATHESIS 审中-公开
    固定化催化剂及其在油脂中的应用

    公开(公告)号:US20160122375A1

    公开(公告)日:2016-05-05

    申请号:US14904172

    申请日:2014-07-11

    Applicant: XIMO AG

    Abstract: Compound of formula (I) wherein M is W; R1 is H, aryl, heteroaryl, alkyl, or heteroalkyl, optionally substituted, respectively; R2 and R3 can be the same or different and are alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl, optionally substituted, respectively, or hydrogen; R5 is a residue R6—X—, wherein R6 is alkyl, aryl, heteroalkyl, heteroaryl, optionally substituted, respectively; (R7, R8, R9)Si; wherein R7, R8, R9 are independently alkyl, alkoxy, phenyl or phenoxy, optionally substituted, respectively; (R10, R11, R12)C, wherein R10, R11, R12 are independently phenyl, alkyl, optionally substituted, respectively; X═O, S, or NR13, wherein R13 is H; or alkyl or aryl, optionally substituted, respectively; or R5 is R6—CO—NR13, wherein R6 and NR13 have the meaning as defined above, or wherein R6 and R13 taken together form a carbon chain having from 2 to 6 carbon atoms; R5 is a 4 to 8 membered N-containing carbon ring, wherein N is linked to M; and R4 is a residue O—Si(O—)3, and represents silica to which M is linked forming a M-O—Si(O—)3 moiety, preferably wherein silica is comprised in a solid support; under the proviso that a compound in which R1=2,6-diisopropylphenyl, R5 dimethylpyrrol-1-yl, R2=tBu, and R3═H is excluded.

    Abstract translation: 式(I)的化合物,其中M为W; R 1分别是H,芳基,杂芳基,烷基或杂烷基,任选被取代; R 2和R 3可以相同或不同,分别为烷基,烯基,杂烷基,杂烯基,芳基或杂芳基,分别任选被取代;或氢; R5是残基R6-X-,其中R6分别是烷基,芳基,杂烷基,杂芳基,任选取代; (R7,R8,R9)Si; 其中R 7,R 8,R 9分别独立地为烷基,烷氧基,苯基或苯氧基,任选被取代; (R 10,R 11,R 12)C,其中R 10,R 11,R 12分别独立地为苯基,烷基,任选取代; X = O,S或NR 13,其中R 13为H; 或烷基或芳基,分别任选取代; 或R 5是R 6 -CO-NR 13,其中R 6和NR 13具有如上所定义的含义,或其中R 6和R 13一起形成具有2至6个碳原子的碳链; R5是4至8元的含N的碳环,其中N与M连接; 并且R 4是残基O-Si(O-O)3,并且表示与M相连的形成M-O-Si(O-)3部分的二氧化硅,优选其中二氧化硅包含在固体载体中; 条件是排除其中R1 = 2,6-二异丙基苯基,R5二甲基吡咯-1-基,R2 = tBu和R3 = H的化合物。

    METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS
    6.
    发明申请
    METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS 有权
    使用催化剂的METATHESIS催化剂和反应

    公开(公告)号:US20160030936A1

    公开(公告)日:2016-02-04

    申请号:US14774404

    申请日:2014-03-13

    Applicant: XIMO AG

    Abstract: The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%, characterized in that as compound that catalyzes said metathesis reaction a compound of formula (A) is used: wherein M is Mo or W; R1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R2 and R3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R4 is a residue R6—X—, wherein X═O and R6 is aryl, optionally substituted; or X═S and R6 is aryl, optionally substituted; or X═O and R6 is (R7, R8, R9)Si; wherein R7, R8, R9 are alkyl or phenyl, optionally substituted; or X═O and R6 is (R10, R11, R12)C, wherein R10, R11, R12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.

    Abstract translation: 本发明涉及一种在复分解反应中由第一种烯烃和第二种烯烃形成烯烃的方法,包括步骤(i):(i)在催化所述复分解的化合物存在下,使第一种烯烃与第二种烯烃反应 使得所述化合物与第一或第二烯烃的摩尔比为1:500以下,第一或第二烯烃向所述烯烃的转化率为至少50%,其特征在于,作为催化剂的化合物 所述复分解反应使用式(A)化合物:其中M是Mo或W; R 1是芳基,杂芳基,烷基或杂烷基; 任选取代; R2和R3可以相同或不同,为氢,烷基,烯基,杂烷基,杂烯基,芳基或杂芳基; 任选取代; R5是烷基,烷氧基,杂烷基,芳基,杂芳基,甲硅烷基烷基,甲硅烷基氧基,任意取代的; R4为残基R6-X-,其中X = O和R6为芳基,任选取代; 或X = S和R 6为任选被取代的芳基; 或X = O,R6为(R7,R8,R9)Si; 其中R 7,R 8,R 9为烷基或苯基,任选取代; 或X = O,R 6为(R 10,R 11,R 12)C,其中R 10,R 11,R 12独立地选自苯基,烷基, 任选取代; 以及该方法中使用的催化剂。

    METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS
    10.
    发明申请
    METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS 审中-公开
    使用催化剂的METATHESIS催化剂和反应

    公开(公告)号:US20140309466A1

    公开(公告)日:2014-10-16

    申请号:US14209313

    申请日:2014-03-13

    Applicant: XiMo AG

    Abstract: The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%, characterized in that as compound that catalyzes said metathesis reaction a compound of the following formula is used: wherein M is Mo or W; R1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R2 and R3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R4 is a residue R6—X—, wherein X═O and R6 is aryl, optionally substituted; or X═S and R6 is aryl, optionally substituted; or X═O and R6 is (R7, R8, R9)Si; wherein R7, R8, R9 are alkyl or phenyl, optionally substituted; or X═O and R6 is (R10, R11, R12)C, wherein R10, R11, R12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.

    Abstract translation: 本发明涉及一种在复分解反应中由第一种烯烃和第二种烯烃形成烯烃的方法,包括步骤(i):(i)在催化所述复分解的化合物存在下,使第一种烯烃与第二种烯烃反应 使得所述化合物与第一或第二烯烃的摩尔比为1:500以下,第一或第二烯烃向所述烯烃的转化率为至少50%,其特征在于,作为催化剂的化合物 所述复分解反应使用下式的化合物:其中M是Mo或W; R 1是芳基,杂芳基,烷基或杂烷基; 任选取代; R2和R3可以相同或不同,为氢,烷基,烯基,杂烷基,杂烯基,芳基或杂芳基; 任选取代; R5是烷基,烷氧基,杂烷基,芳基,杂芳基,甲硅烷基烷基,甲硅烷基氧基,任意取代的; R4为残基R6-X-,其中X = O和R6为芳基,任选取代; 或X = S和R 6为任选被取代的芳基; 或X = O,R6为(R7,R8,R9)Si; 其中R 7,R 8,R 9为烷基或苯基,任选取代; 或X = O,R 6为(R 10,R 11,R 12)C,其中R 10,R 11,R 12独立地选自苯基,烷基, 任选取代; 以及该方法中使用的催化剂。

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