4,8-dibromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one | 856413-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4,8-dibromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one
• 英文别名: 4,8-dibromo-2-methyl-3,5,6,7-tetrahydro-2H-s-indacen-1-one
• CAS: 856413-55-3
• 化学式: C₁₃H₁₂Br₂O
• 分子量: 344.046
• InChiKey: CAYJMWJFJUXZDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,8-dibromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one 在 甲醇 、 sodium tetrahydroborate 、 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 水 、 甲苯 为溶剂， 反应 9.5h， 生成
  参考文献：
  名称：

  不对称袢-Zirconocenes含有2-甲基-4- aryltetrahydroindacene片段：合成，结构和催化活性的丙烯聚合和共聚

  摘要：

  一组非对称的双-茚基锆森达2 -bridged柄-complexes，含有2-异丙基-4- arylindenyl和2-甲基-4- aryltetrahydroindacenyl片段，已经被合成。与没有四氢茚并片段的类似物相比，这些配合物在丙烯均聚和共聚中表现出更好的催化活性，立体选择性和聚合物分子量。

  DOI：

  10.1021/om200610b
• 作为产物：
  描述：

  2-甲基-1,2,3,5-四氢二环戊二烯并苯-1(2H)-酮 在 aluminum (III) chloride 、 溴 、 水 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以75%的产率得到4,8-dibromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one
  参考文献：
  名称：

  不对称袢-Zirconocenes含有2-甲基-4- aryltetrahydroindacene片段：合成，结构和催化活性的丙烯聚合和共聚

  摘要：

  一组非对称的双-茚基锆森达2 -bridged柄-complexes，含有2-异丙基-4- arylindenyl和2-甲基-4- aryltetrahydroindacenyl片段，已经被合成。与没有四氢茚并片段的类似物相比，这些配合物在丙烯均聚和共聚中表现出更好的催化活性，立体选择性和聚合物分子量。

  DOI：

  10.1021/om200610b

文献信息

• New catalyst system for producing polyethylene copolymers in a high temperature solution polymerization process
  申请人：Borealis AG

  公开号：EP2933275A1

  公开（公告）日：2015-10-21

  Catalyst system for producing ethylene copolymers in a high temperature solution process, the catalyst system comprising (i) a metallocene complex of formula (I) wherein M is Hf or Zr X is a sigma ligand L is a bridge of the formula -SiR72-, wherein each R7 is independently a C1-C20-hydrocarbyl, tri(C1-C20-alkyl)silyl, C6-C20-aryl, C7-C20-arylalkyl or C7-C20-alkylaryl R1 and R1' are the same or can be different and can be a linear or branched C1-C6-alkyl group n is 0, 1 or 2 R2 and R2' are the same or can be different and are a CH2-R8 group, with R8 being H or linear or branched C1-C6-alkyl group R5 and R5' are the same or are different and can be a linear or branched C1-C6-alkyl group or a OR group, wherein R is a C1-C6-alkyl group R6 and R6' are the same or are different and can be a C(R9)3 group, with R9 being the same or different and R9 can be H or a linear or branched C1-C6-alkyl group or R5 and R6 and/or R5' and R6' taken together form an unsubstituted 4-7 membered ring condensed to the benzene ring of the indenyl moiety, with the proviso that if R5 and R6 as well as R5' and R6' taken together form an unsubstituted 5 membered ring condensed to the benzene ring of the indenyl moiety then R2 and R2' are not a CH3 group (ii) an aluminoxane cocatalyst and (iii) optionally a boron containing cocatalyst

  在高温溶液过程中生产乙烯共聚物的催化剂系统，该催化剂系统包括（i）式(I)的金属环烯复合物，其中M为Hf或Zr，X为一个σ配体，L为式-SiR7 2-的桥，其中每个R7独立地是C1-C20-烃基，三(C1-C20-烷基)硅基，C6-C20-芳基，C7-C20-芳基烷基或C7-C20-烷基芳基，R1和R1'相同或不同，可以是线性或支链的C1-C6-烷基，n为0、1或2，R2和R2'相同或不同，是一个CH2-R8基团，其中R8为H或线性或支链的C1-C6-烷基，R5和R5'相同或不同，可以是线性或支链的C1-C6-烷基或OR基团，其中R是C1-C6-烷基，R6和R6'相同或不同，可以是一个C(R9)3基团，其中R9相同或不同，R9可以是H或线性或支链的C1-C6-烷基，或者R5和R6和/或R5'和R6'结合形成一个未取代的4-7环成环到茚基的苯环，但如果R5和R6以及R5'和R6'结合形成一个未取代的5环成环到茚基的苯环，则R2和R2'不是CH3基团，（ii）一种氧化铝烷辅助催化剂和（iii）可选的含硼辅助催化剂。
• [EN] CATALYSTS<br/>[FR] CATALYSEURS
  申请人：BOREALIS AG

  公开号：WO2021058740A1

  公开（公告）日：2021-04-01

  A metallocene complex of formula (I): each X is a sigma-ligand; in the group R2Si- at least one R is methyl or ethyl, and the other R is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl or isobutyl, pentyl, hexyl, cyclohexyl and phenyl; each R1 independently is the same or can be different and are a CH2-R7 group, with R7 being H or linear or branched C1-6-alkyl group, C3-8 cycloalkyl group, or C6-10 aryl group; each R2 is independently a –CH=, -CY=, –CH2-, -CHY- or -CY2- group, wherein Y is a C1-6 hydrocarbyl group and where n is 2-6; each R3 and R4 are independently the same or can be different and are hydrogen, a linear or branched C1-6-alkyl group, a C7-20 arylalkyl, C7-20 alkylaryl group, C6-20 aryl group, or an -OY group, wherein Y is a is a C1-6 hydrocarbyl group; R5 is a linear or branched C1-6-alkyl group, C7-20 arylalkyl, C7-20 alkylaryl group or C6-20-aryl group; and R6 is a C(R8)3 group, with R8 being a linear or branched C1-6 alkyl group; (A) wherein at least one R3 per phenyl group and at least one R4 is not hydrogen, and wherein at least one R3 per phenyl group and at least one R4 is hydrogen; or (B) wherein one R3 is an -OY group, wherein Y is a is a C1-6 hydrocarbyl group, in 4 position of each phenyl group and the two other R3 groups are tert-butyl groups; and/or (C) wherein one R4 is an -OY group, wherein Y is a is a C1-6 hydrocarbyl group, in 4-position of the phenyl ring and the two other R4 groups are tert-butyl groups.

  一个配位化合物的配方（I）：每个X是一个σ配体；在R2Si-基团中，至少一个R是甲基或乙基，另一个R从甲基、乙基、正丙基、异丙基、正丁基或异丁基、戊基、己基、环己基和苯基中选择；每个独立的R1是相同的或可以不同，并且是一个CH2-R7基团，其中R7是H或线性或支链的C1-6烷基基团、C3-8环烷基基团或C6-10芳基基团；每个R2独立地是一个-CH=、-CY=、- -、-CHY-或-CY2-基团，其中Y是一个C1-6烃基团，n为2-6；每个R3和R4独立地是相同的或可以不同，并且是氢、线性或支链的C1-6烷基基团、C7-20芳基烷基、C7-20烷基芳基基团、C6-20芳基基团或一个-OY基团，其中Y是一个C1-6烃基团；R5是一个线性或支链的C1-6烷基基团、C7-20芳基烷基、C7-20烷基芳基基团或C6-20芳基基团；R6是一个C（R8）3基团，其中R8是一个线性或支链的C1-6烷基基团；（A）其中至少一个R3每个苯基团和至少一个R4不是氢，并且至少一个R3每个苯基团和至少一个R4是氢；或（B）其中一个R3是一个-OY基团，其中Y是一个C1-6烃基团，在每个苯基团的4位，另外两个R3基团是叔丁基基团；和/或（C）其中一个R4是一个-OY基团，其中Y是一个C1-6烃基团，在苯环的4位，另外两个R4基团是叔丁基基团。
• Organometallic transition metal compound, biscyclopentadienyl ligand system, catalyst system and preparation of polyolefins
  申请人：Okumura Yoshikuni

  公开号：US20070155919A1

  公开（公告）日：2007-07-05

  The present invention relates to organometallic transition metal compounds of the formula (I) where M 1 is an element of group 3, 4, 5 or 6 of the Periodic Table of the Elements or the lanthanides, the radicals X are identical or different and are each an organic or inorganic radical, with two radicals X also being able to be joined to one another, n is a natural number from 1 to 4, Z is a divalent organic group which has from 1 to 40 carbon atoms and together with the two carbon atoms of the indenyl system forms a saturated or unsaturated, substituted or unsubstituted ring system having a ring size of from 4 to 12 atoms, where Z within the ring system fused to the indenyl system may also contain one or more, identical or different heteroatoms selected from the group consisting of Si, Ge, N, P, 0, S, Se and Te, R 1 is hydrogen or an organic radical having from 1 to 40 carbon atoms, R 2 is hydrogen or an organic radical having from 1 to 40 carbon atoms, R 3 is hydrogen, halogen or an organic radical having from 1 to 40 carbon atoms, R 4 is hydrogen, halogen or an organic radical having from 1 to 40 carbon atoms, R 5 is hydrogen or an organic radical having from 1 to 40 carbon atoms, R 6 is hydrogen or an organic radical having from 1 to 40 carbon atoms, R 7 , R 8 are identical or different and are each hydrogen or an organic radical having from 1 to 40 carbon atoms or R 7 and R 8 together with the atoms connecting them form a monocyclic or polycyclic, substituted or unsubstituted ring system which has from 1 to 40 carbon atoms and may also contain heteroatoms selected from the group consisting of the elements Si, Ge, N, P, 0, S, Se and Te, A is a bridge consisting of a divalent atom or a divalent group, and if R 3 is hydrogen, then R 5 is an organic radical which has from 3 to 20 carbon atoms and is branched in the a position and R 6 is hydrogen, biscyclopentadienyl ligand systems having such a substitution pattern, catalyst systems comprising at least one of the organometallic transition metal compounds of the present invention, a process for preparing polyolefins by polymerization or copolymerization of at least one olefin in the presence of one of the catalyst systems of the present invention, the use of the biscyclopentadienyl ligand systems of the present invention for preparing organometallic transition metal compounds and a process for preparing organometallic transition metal compounds using the biscyclopentadienyl ligand systems.

  本发明涉及公式（I）的有机金属过渡金属化合物，其中M1为元素3、4、5或6组或镧系元素，X基团相同或不同，每个基团都是有机或无机基团，其中两个X基团也可以连接在一起，n为1至4的自然数，Z为二价有机基团，具有1至40个碳原子，与茚环系统的两个碳原子一起形成饱和或不饱和的取代或未取代的环系统，环大小为4至12个原子，其中在茚环系统中融合的Z也可以包含来自Si、Ge、N、P、O、S、Se和Te组的一个或多个相同或不同的杂原子，R1为氢或具有1至40个碳原子的有机基团，R2为氢或具有1至40个碳原子的有机基团，R3为氢、卤素或具有1至40个碳原子的有机基团，R4为氢、卤素或具有1至40个碳原子的有机基团，R5为氢或具有1至40个碳原子的有机基团，R6为氢或具有1至40个碳原子的有机基团，R7、R8相同或不同，每个都是氢或具有1至40个碳原子的有机基团，或R7和R8与连接它们的原子一起形成具有1至40个碳原子的单环或多环，取代或未取代的环系统，也可以包含来自Si、Ge、N、P、O、S、Se和Te组的杂原子，A是由二价原子或二价基团组成的桥，如果R3是氢，则R5是具有3至20个碳原子且在α位分支的有机基团，而R6是氢。具有这种取代模式的双环戊二烯基配体系统，催化剂系统包括本发明的有机金属过渡金属化合物中的至少一个，通过在本发明的催化剂系统中聚合或共聚至少一种烯烃制备聚烯烃的方法，使用本发明的双环戊二烯基配体系统制备有机金属过渡金属化合物的用途以及使用双环戊二烯基配体系统制备有机金属过渡金属化合物的方法。
• Improved catalyst system for producing polyethylene copolymers in a high temperature solution polymerization process
  申请人：Borealis AG

  公开号：EP2933276A1

  公开（公告）日：2015-10-21

  Catalyst system for producing ethylene copolymers in a high temperature solution process, the catalyst system comprising (i) a metallocene complex of formula (I) wherein M is Hf or Zr X is a sigma ligand, L is a bridge of the formula -SiR82-, wherein each R8 is independently a C1-C20-hydrocarbyl, tri(C1-C20-alkyl)silyl, C6-C20-aryl, C7-C20-arylalkyl or C7-C20-alkylaryl n is 0, 1 or 2 R1 and R1' are the same or can be different and can be a linear or branched C1-C6-alkyl group, R2 and R2' are the same or are different and are a CH2-R9 group, with R9 being H or linear or branched C1-C6-alkyl group R5 and R5' are the same or are different and can be H or a linear or branched C1-C6-alkyl group or a OR group, wherein R is a C1-C6-alkyl group R6 and R6' are the same or are different and can be H or a C(R10)3 group, with R10 being the same or different and R10 can be H or a linear or branched C1-C6-alkyl group or R5 and R6 and/or R5' and R6' taken together form an unsubstituted 4-7 membered ring condensed to the benzene ring of the indenyl moiety, and R7 and R7' can be the same or are different and can be H or a linear or branched C1-C6-alkyl group (ii) an aluminoxane cocatalyst and (iii) a boron containing cocatalyst

  在高温溶液工艺中生产乙烯共聚物的催化剂系统，该催化剂系统包括 (i) 式(I)的茂金属络合物 其中 M 是 Hf 或 Zr X 是σ配体 L 是式 -SiR82- 的桥，其中每个 R8 独立地是 C1-C20- 氢羰基、三（C1-C20-烷基）硅烷基、C6-C20-芳基、C7-C20-芳基烷基或 C7-C20- 烷基芳基 n 为 0、1 或 2 R1 和 R1'相同或不同，可以是直链或支链 C1-C6 烷基、 R2 和 R2'相同或不同，且为 CH2-R9 基团，其中 R9 为 H 或直链或支链 C1-C6 烷基 R5 和 R5'相同或不同，可以是 H 或直链或支链 C1-C6 烷基或 OR 基团，其中 R 是 C1-C6 烷基 R6 和 R6' 相同或不同，可以是 H 或 C(R10)3 基团，其中 R10 相同或不同，R10 可以是 H 或直链或支链 C1-C6 烷基 或 R5 和 R6 和/或 R5' 和 R6'共同形成一个未取代的 4-7 分子环，与茚基的苯环缩合，以及 R7 和 R7'可以相同或不同，可以是 H 或线性或支链 C1-C6 烷基 (ii) 氧化铝助催化剂和 (iii) 含硼助催化剂
• Catalyst system for producing polyethylene copolymers in a high temperature solution polymerization process
  申请人：BOREALIS AG

  公开号：US10167355B2

  公开（公告）日：2019-01-01

  Catalyst system for producing ethylene copolymers in a high temperature solution process, the catalyst system comprising (i) a metallocene complex of formula (I) wherein M is Hf or Zr X is a sigma ligand, L is a bridge of the formula —SiR82—, wherein each R8 is independently a C1-C20-hydrocarbyl, tri(C1-C20-alkyl)silyl, C6-C20-aryl, C7-C20-arylalkyl or C7-C20-alkylaryl n is 0, 1 or 2 R1 and R1′ are the same or can be different and can be a linear or branched C1-C6-alkyl group, R2 and R2′ are the same or are different and are a CH2—R9 group, with R9 being H or linear or branched C1-C6-alkyl group R5 and R5′ are the same or are different and can be H or a linear or branched C1-C6-alkyl group or a OR group, wherein R is a C1-C6-alkyl group R6 and R6′ are the same or are different and can be H or a C(R10)3 group, with R10 being the same or different and R10 can be H or a linear or branched C1-C6-alkyl group or R5 and R6 and/or R5′ and R6′ taken together form an unsubstituted 4-7 membered ring condensed to the benzene ring of the indenyl moiety, with the proviso that if R5 and R6 as well as R5′ and R6′ taken together form an unsubstituted 5 membered ring condensed to the benzene ring of the indenyl moiety then R2 and R2′ are not a C1-alkyl group; and R7 and R7′ can be the same or are different and can be H or a linear or branched C1-C6-alkyl group (ii) an aluminoxane cocatalyst and (iii) optionally a boron containing cocatalyst.

  用于在高温溶液工艺中生产乙烯共聚物的催化剂体系，该催化剂体系包括(i)式(I)的茂金属配合物 其中M是Hf或Zr X是σ配体，L是式-SiR82-的桥，其中每个R8独立地是C1-C20-氢羰基、三(C1-C20-烷基)硅烷基、C6-C20-芳基、C7-C20-芳基烷基或C7-C20-烷基芳基 n是0、1 或 2 R1 和 R1′ 相同或不同，可以是直链或支链 C1-C6 烷基，R2 和 R2′ 相同或不同，是 CH2-R9 基团，其中 R9 是 H 或直链或支链 C1-C6 烷基 R5 和 R5′ 相同或不同，可以是 H 或直链或支链 C1-C6 烷基或 OR 基团、其中R是C1-C6-烷基 R6和R6′相同或不同，可以是H或C(R10)3基团，R10相同或不同，R10可以是H或直链或支链C1-C6-烷基，或R5和R6和/或R5′和R6′共同形成一个未取代的4-7位环，缩合到茚基的苯环上、但如果 R5 和 R6 以及 R5′ 和 R6′ 合在一起形成一个与茚基的苯环缩合的未取代的 5 分子环，则 R2 和 R2′ 不是 C1-烷基；R7和R7′可以相同或不同，可以是H或直链或支链C1-C6-烷基 (ii) 氧化铝助催化剂和 (iii) 可选的含硼助催化剂。