1,2-bis-(dimethylaminomethyl)ferrocene | 32717-10-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: 1,2-bis-(dimethylaminomethyl)ferrocene
• 英文别名: cyclopenta-1,3-diene;1-[2-[(dimethylamino)methyl]cyclopenta-2,4-dien-1-yl]-N,N-dimethylmethanamine;iron(2+)
• CAS: 32717-10-5
• 化学式: C₁₆H₂₄FeN₂
• 分子量: 300.227
• InChiKey: LIODACAQSUGIIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis-(dimethylaminomethyl)ferrocene 、 n,n-二甲基亚甲基碘化胺 在 正丁基锂 作用下， 以 not given 为溶剂， 以60%的产率得到tris-1,2,3-dimethylaminomethyl ferrocene
  参考文献：
  名称：

  The first 1,2,3-tris(phosphinomethyl)ferrocene

  摘要：

  The synthesis of the first 1,2,3-tris(phosphinomethyl)ferrocene is reported using an efficient lithiation and quench technique in which dimethylaminomethylferrocenes are useful intermediates. (C) 2004 Elsevier B.V.. All rights reserved.

  DOI：

  10.1016/j.inoche.2004.04.006
• 作为产物：
  描述：

  [α-(N,N-dimethylaminomethyl)ferrocenyl]lithium 、 n,n-二甲基亚甲基碘化胺 以50%的产率得到1,2-bis-(dimethylaminomethyl)ferrocene
  参考文献：
  名称：

  Ferrocenylmethylphosphines ligands in the palladium-catalysed synthesis of methyl propionate

  摘要：

  The synthesis of a range of novel ferrocenylmethylphosphanes ligands is described which have direct application in the palladium catalysed reaction of carbon monoxide, methanol and ethene to obtain methyl propionate, a key intermediate in the preparation of methylmethacrylate. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2004.07.009
• 作为试剂：
  描述：

  (甲氧基甲基)环氧乙烷 、 二氧化碳 在 1,2-bis-(dimethylaminomethyl)ferrocene 作用下， 150.0 ℃ 、1.0 MPa 条件下， 生成 4-methoxymethyl-1,3-dioxolan-2-one
  参考文献：
  名称：

  Synthesis and computational studies for halide‐free, neutral, and bifunctional one‐component ferrocene‐based catalysts for the coupling of carbon dioxide and epoxides

  摘要：

  We used stable and nontoxic [(dimethylamino)methyl]ferrocene (Fc‐N), (hydroxymethyl)ferrocene (Fc‐O), 1,2‐bis[(dimethylamino)methyl]ferrocene (Fc‐N2), and 1‐[(dimethylamino)methyl]‐2‐(hydroxymethyl)ferrocene (Fc‐NO) as halide‐free, neutral, and bifunctional one‐component catalysts for the synthesis of cyclic carbonates. They do not need halide‐based additives or tethered salts attached to ligands when used for this coupling reaction. Among them, Fc‐N2 exhibited the best catalytic activity under the same reaction conditions. Catalytic activity decreased rapidly in the order Fc‐N2 > Fc‐NO > Fc‐N > Fc‐O, and interestingly, the more amino groups introduced into the Cp groups, the higher the activity. Various terminal and internal epoxides were easily converted into the corresponding cyclic carbonates. Calculations based on the density functional theory were also carried out to elucidate the mechanism of the coupling reaction.

  DOI：

  10.1002/bkcs.12901

文献信息

• [EN] ALKOXYCARBONYLATION OF VYNIL ESTERS<br/>[FR] ALCOXYCARBONYLATION D'ESTERS VINYLIQUES
  申请人：LUCITE INT UK LTD

  公开号：WO2005118519A1

  公开（公告）日：2005-12-15

  A process for the alkoxycarbonylation of a vinyl ester comprising reacting a vinyl ester with carbon monoxide in the presence of an alkanol and a catalyst system. The catalyst system used in the said process is obtainable by combining: a) a metal of Group VIII B or a compound thereof, and b) a bidentate ligand of general formula (I) wherein, R is a covalent bridging group; R1 together with Q2 to which it is attached form an optionally substituted 2-Q2-tricyclo[3.3.1.1 3,7}]decyl group or derivative thereof(2-PA); R2 and R3 independently represent univalent radicals upto 20 atoms or jointly form a bivalent radical of up to 20 atoms; and Q1 and Q2 each independently represent phosphorous, arsenic or antimony. The process is carried out for the production of a 3-hydroxy propanoate ester or acid of formula (II) CH2 (OH)CH2 C(O) OR28. The process may also be carried out for the production of a lactate ester or acid of formula (III).

  一种用于烯丙酸酯的烷氧羰基化的方法，包括在存在一种烷醇和一个催化剂体系的情况下，将烯丙酸酯与一氧化碳反应。所述方法中使用的催化剂体系可通过组合以下物质获得：a) VIII B族金属或其化合物，以及b) 一种一般式(I)的双齿配体，其中，R是一个共价桥接基团；R1与其连接的Q2共同形成一个可选择地取代的2-Q2-三环[3.3.1.1 3,7}]癸基团或其衍生物(2-PA)；R2和R3独立地代表最多20个原子的一价基团，或共同形成最多20个原子的二价基团；Q1和Q2各自独立地代表磷、砷或锑。该方法用于生产式(II) CH2 (OH) C(O) OR28的3-羟基丙酸酯或酸。该方法也可用于生产式(III)的乳酸酯或酸。
• Catalyst system
  申请人：Lucite International UK Limited

  公开号：US09802185B2

  公开（公告）日：2017-10-31

  The present invention provides a catalyst system capable of catalyzing the carbonylation of an ethylenically unsaturated compound, which system is obtainable by combining: a) a metal of Group VIB or Group VIIIB or a compound thereof, b) a bidentate phosphine, arsine or stibine ligand, and c) an acid, wherein the ligand is present in at least a 2:1 molar excess compared to the metal or the metal in the metal compound, and that the acid is present in at least a 2:1 molar excess compared to the ligand, a process for the carbonylation of an ethylenically unsaturated compound, a reaction medium, and use of the system.

  本发明提供了一种催化剂体系，能够催化烯烃不饱和化合物的羰基化反应，该体系可通过组合以下成分获得：a) 第VIB族或第VIIIB族的金属或其化合物，b) 双齿膦、砷或锑配体，以及c) 酸。其中，与金属或金属化合物相比，配体的存在量至少是2:1的摩尔过量，而酸的存在量至少是与配体相比的2:1的摩尔过量。还提供了一种烯烃不饱和化合物羰基化的方法、反应介质以及该体系的用途。
• Catalyst System
  申请人：Eastham Graham

  公开号：US20070282124A1

  公开（公告）日：2007-12-06

  The present invention provides a catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, which system is obtainable by combining: a) a metal of Group VIB or Group VIIIB or a compound thereof, b) a bidentate phosphine, arsine or stibine ligand, and c) an acid, wherein said ligand is present in at least a 2:1 molar excess compared to said metal or said metal in said metal compound, and that said acid is present in at least a 2:1 molar excess compared to said ligand, a process for the carbonylation of an ethylenically unsaturated compound, a reaction medium, and use of the system.

  本发明提供了一种催化剂系统，能够催化含有乙烯基不饱和化合物的羰基化反应，该系统可通过以下步骤获得：a) 一种第VIB或第VIIIB族金属或其化合物，b) 一种双齿膦、砷或锑配体，c) 一种酸。其中，所述配体的摩尔量至少比所述金属或所述金属化合物中的金属高2:1，所述酸的摩尔量至少比所述配体高2:1。本发明还提供了一种含有乙烯基不饱和化合物的羰基化反应的方法、反应介质以及该系统的使用。
• CATALYST SYSTEM
  申请人：Lucite International UK Limited

  公开号：US20150321186A1

  公开（公告）日：2015-11-12

  The present invention provides a catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, which system is obtainable by combining: a) a metal of Group VIB or Group VIIIB or a compound thereof, b) a bidentate phosphine, arsine or stibine ligand, and c) an acid, wherein said ligand is present in at least a 2:1 molar excess compared to said metal or said metal in said metal compound, and that said acid is present in at least a 2:1 molar excess compared to said ligand, a process for the carbonylation of an ethylenically unsaturated compound, a reaction medium, and use of the system.

  本发明提供了一种催化剂系统，能够催化烯丙基不饱和化合物的羰基化反应，该系统可通过以下步骤获得： a）第VIB族或第VIIIB族金属或其化合物； b）二齿膦、砷或锑配体； c）酸； 其中，所述配体的摩尔量至少比所述金属或所述金属化合物中的金属高2:1，所述酸的摩尔量至少比所述配体高2:1。本发明还提供了一种烯丙基不饱和化合物的羰基化反应过程、反应介质和该系统的用途。
• WO2008/65448
  申请人：——

  公开号：——

  公开（公告）日：——