1,1-bis(4-aminophenyl)ethylene | 100869-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1-bis(4-aminophenyl)ethylene
• 英文别名: 4,4'-(Ethene-1,1-diyl)dianiline；4-[1-(4-aminophenyl)ethenyl]aniline
• CAS: 100869-80-5
• 化学式: C₁₄H₁₄N₂
• 分子量: 210.279
• InChiKey: BQAOFOTUFBAIQA-UHFFFAOYSA-N

物化性质

• 熔点：
  170-172 °C
• 沸点：
  426.1±38.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-bis(4-aminophenyl)ethylene 在 盐酸 、 sodium azide 、 sodium nitrite 作用下， 生成 1,1-bis(4-azidophenyl)ethene
  参考文献：
  名称：

  Ling, Chris; Minato, Masaki; Lahti, Paul M., Journal of the American Chemical Society, 1992, vol. 114, # 25, p. 9959 - 9969

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基乙苯 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 硝酸 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 6.5h， 生成 1,1-bis(4-aminophenyl)ethylene
  参考文献：
  名称：

  Ling, Chris; Minato, Masaki; Lahti, Paul M., Journal of the American Chemical Society, 1992, vol. 114, # 25, p. 9959 - 9969

  摘要：

  DOI：

文献信息

• Single-molecule conductance in a unique cross-conjugated tetra(aminoaryl)ethene
  作者：Samara Medina Rivero、Paloma García Arroyo、Liang Li、Suman Gunasekaran、Thijs Stuyver、María José Mancheño、Mercedes Alonso、Latha Venkataraman、José L. Segura、Juan Casado

  DOI：10.1039/d0cc07124b

  日期：——

  conductance measurements. Only two regimes of conduction are found experimentally. The modelling of the conductance allows to assign them to through-bond transmission in the linear case, while the cross-conjugated channel is further assisted by through-space transmission, partially alleviating the destructive quantum interference.

  制备了具有1,2-π共轭，线性-顺式，线性-反式和交叉-共轭三种途径的1,1,2,2-四（4-氨基苯基）乙烯。该分子能够与金电极结合，形成用于单分子电导率测量的分子结。实验中仅发现两种传导方式。电导建模可以在线性情况下将它们分配给键合传输，而交叉共轭通道还可以通过空间传输来协助，从而部分地消除了破坏性的量子干扰。
• Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling
  作者：Byoungmoo Kim、Alex J. Chinn、Daniel R. Fandrick、Chris H. Senanayake、Robert A. Singer、Scott J. Miller

  DOI：10.1021/jacs.6b03444

  日期：2016.6.29

  guanidine-containing peptides as multifunctional ligands for transition-metal catalysis and its application in the remote desymmetrization of diarylmethanes via copper-catalyzed Ullman cross-coupling. Through design of these peptides, high levels of enantioinduction and good isolated yields were achieved in the long-range asymmetric cross-coupling (up to 93:7 er and 76% yield) between aryl bromides and malonates

  我们报道了一类新型含胍肽作为过渡金属催化多功能配体的开发及其在通过铜催化乌尔曼交叉偶联二芳基甲烷远程去对称化中的应用。通过这些肽的设计，芳基溴和丙二酸之间的长程不对称交叉偶联（高达 93:7 er 和 76% 产率）实现了高水平的对映诱导和良好的分离产率。我们的机制研究表明，远端立体控制是通过肽的路易斯碱性C端羧酸酯与底物的远端芳烃之间的Cs桥相互作用来实现的。
• Use of polymeric reaction product
  申请人：——

  公开号：US20030170306A1

  公开（公告）日：2003-09-11

  A reaction product (A) which can be prepared by reaction, under free radical conditions, of at least one monomer (a) capable of free radical reaction, in the presence of at least one free radical initiator and of a radical of the formula (III) 1 where R 1 to R 3 , in each case independently of one another, are hydrogen, methyl or a radical-stabilizing and/or bulky group selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, cycloalkyl, alcohol, ether, polyether, amine, aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another in each case, are defined in the same way as R 1 to R 5 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and, if required, may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 3 are a radical-stabilizing and/or bulky group as defined above, has various uses.

  一种反应产物(A)，可以通过在自由基条件下，至少一种能够自由基反应的单体(a)在至少一种自由基引发剂和式(III)1的自由基存在下反应制备而成。其中，R1到R3分别独立地为氢、甲基或从未取代或取代的线性或支链烷基、环烷基、醇、醚、聚醚、胺、芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、从未取代或取代的线性或支链烯基或炔基、-C（O）R5、-C（O）OR5、-CR5R6-O-R7、-O-C（O）R5、-CN、-O-CN、-S-CN、-O-C═NR5、-S-C═NR5、-O-CR5R6-CR7R8NR9R10、-N═C═O、-C═NR5、-CR5R6-Hal、-C（S）R5、-CR5R6-P（O）R7R8、-CR5R6-PR7R8、-CR5R6-NR7R8、-CR5R6（OR7）（OR8）、-CR5R6（OR7）（NR8）、-CR5R6（NR7）（NR8）、酸酐、缩醛或缩酮基、-SO2R5、氨基甲酸酰基、-NR5C（S）NR6、-NR5C（S）-OR6、-N═C═S、-NO2、-C═N-OH、-N（R5）═NR6、-PR5R6R7、-OSiR5R6R7或-SiR5R6R7，其中，R5到R10在每种情况下独立地定义为R1到R5相同的方式，或者R1到R4中的两个基团形成一个C4到C7环，该环本身可以是取代或未取代的，并且如有必要，可以含有一个或多个杂原子，但至少两个基团R1到R3是上述定义的稳定/笨重基团之一。该产物具有多种用途。
• Polyimides
  申请人：FUJIFILM ELECTRONIC MATERIALS U.S.A. INC.

  公开号：US11061327B2

  公开（公告）日：2021-07-13

  A polyimide polymer that includes the reaction product of: (a) at least one diamine selected from the group consisting of a diamine of Structure (Ia) and a diamine of Structure (Ib), (b) at least one diamine of Structure (II), (c) at least one tetracarboxylic acid dianhydride, and optionally (d) at least one compound containing a first functional group reactive with an amine or an anhydride and at least one second functional group selected from the group consisting of a substituted or unsubstituted alkenyl group and a substituted or unsubstituted alkynyl group. Each variable in the above formulas is defined in the specification.

  一种聚酰亚胺聚合物，包括以下反应产物：(a)至少一种从结构式(Ia)和结构式(Ib)组成的二胺中选择的二胺，(b)至少一种结构式(II)的二胺，(c)至少一种四羧酸二酐，以及可选地(d)至少一种含有第一官能团与胺或酸酐反应的化合物，以及至少一种从取代或未取代的烯烃基和取代或未取代的炔基中选择的第二官能团。上述公式中的每个变量在说明书中有定义。
• Method for the production of a polymerisation reaction product
  申请人：——

  公开号：US20040034182A1

  公开（公告）日：2004-02-19

  A process for the preparation of a reaction product (A) comprises the following stage (i): (i) Reaction, under free radical conditions, of a reaction mixture comprising at least one monomer (a), capable of free radical reaction, in the presence of at least one compound of the formula (I) 1 where R 1 to R 4 , independently of one another, are each hydrogen, methyl or a group which stabilizes radicals and/or is bulky and which is selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, a cycloalkyl, alcohol, ether, polyether, amine or aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another, are each defined in the same way as R 1 to R 4 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 4 are a group which stabilizes radicals and/or is bulky, as defined above, and diphenylethylene, dinaphthylethylene, 4,4′-vinylidenebis(N,N′-dimethylaniline), 4,4′-vinylidenebis(aminobenzene), cis- and trans-stilbene and mixtures of two or more thereof are excluded as compounds of the formula (I), and a process for the preparation of a reaction product (A′) comprises the following stage (i): (i) Reaction, under free radical conditions, of a reaction mixture comprising at least one monomer (a), capable of free radical reaction, in the presence of at least one compound of the formula (II) 2 where R 1 to R 4 and R 11 and R 12 , independently of one another, are each hydrogen, methyl or a group which stabilizes radicals and/or is bulky and which is selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, a cycloalkyl, alcohol, ether, polyether, amine or aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another, are each defined in the same way as R 1 to R 4 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 4 are a group which stabilizes radicals and/or is bulky, as defined above.

  一种制备反应产物（A）的方法包括以下步骤（i）：（i）在自由基条件下，反应混合物至少包括一种自由基反应的单体（a），在至少一种化合物（I）1的存在下反应，其中R1至R4独立地是氢、甲基或稳定自由基和/或是笨重的基团，选择自未取代或取代的、线性或支链的含有两个或更多碳原子的烷基、环烷基、醇、醚、聚醚、胺或芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、取代或未取代的、线性或支链的烯基或炔基、—C（O）R5、—C（O）OR5、—CR5R6—O—R7、—O—C（O）R5、—CN、—O—CN、—S—CN、—O—C═NR5、—S—C═NR5、—O—CR5R6—CR7R8NR9R10、—N═C═O、—C═NR5、—CR5R6-Hal、—C（S）R5、—CR5R6—P（O）R7R8、—CR5R6—PR7R8、—CR5R6—NR7R8、—CR5R6（OR7）（OR8）、—CR5R6（OR7）（NR8）、—CR5R6（NR7）（NR8）、酐、缩醛或缩酮基团、—SO2R5、酰胺基团、—NR5C（S）NR6、—NR5C（S）—OR6、—N═C═S、—NO2、—C═N—OH、—N（R5）═NR6、—PR5R6R7、—OSiR5R6R7或—SiR5R6R7，其中R5至R10独立地与R1至R4的定义相同，或者R1至R4中的两个基团形成一个C4-C7环，该环可以被取代或未取代，并且可能含有一个或多个杂原子，但需注意至少有两个基团R1至R4是稳定自由基和/或笨重的基团，如上所定义，而联苯乙烯、二萘乙烯、4,4′-乙烯基双（N,N′-二甲基苯胺）、4,4′-乙烯基双（氨基苯）和顺式和反式的蒽烯及其混合物被排除在化合物（I）的定义之外，以及一种制备反应产物（A′）的方法包括以下步骤（i）：（i）在自由基条件下，反应混合物至少包括一种自由基反应的单体（a），在至少一种化合物（II）2的存在下反应，其中R1至R4和R11和R12独立地是氢、甲基或稳定自由基和/或是笨重的基团，选择自未取代或取代的、线性或支链的含有两个或更多碳原子的烷基、环烷基、醇、醚、聚醚、胺或芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、取代或未取代的、线性或支链的烯基或炔基、—C（O）R5、—C（O）OR5、—CR5R6—O—R7、—O—C（O）R5、—CN、—O—CN、—S—CN、—O—C═NR5、—S—C═NR5、—O—CR5R6—CR7R8NR9R10、—N═C═O、—C═NR5、—CR5R6-Hal、—C（S）R5、—CR5R6—P（O）R7R8、—CR5R6—PR7R8、—CR5R6—NR7R8、—CR5R6（OR7）（OR8）、—CR5R6（OR7）（NR8）、—CR5R6（NR7）（NR8）、酐、缩醛或缩酮基团、—SO2R5、酰胺基团、—NR5C（S）NR6、—NR5C（S）—OR6、—N═C═S、—NO2、—C═N—OH、—N（R5）═NR6、—PR5R6R7、—OSiR5R6R7或—SiR5R6R7，其中R5至R10独立地与R1至R4的定义相同，或者R1至R4中的两个基团形成一个C4-C7环，该环可以被取代或未取代，并且可能含有一个或多个杂原子，但需注意至少有两个基团R1至R4是稳定自由基和/或笨重的基团，如上所定义。