(E)-N,N'-dicyclohexylacetamidine | 57999-32-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-N,N'-dicyclohexylacetamidine
• 英文别名: N,N'-dicyclohexylacetamidine；N,N'-dicyclohexylethanimidamide
• CAS: 57999-32-3
• 化学式: C₁₄H₂₆N₂
• 分子量: 222.374
• InChiKey: RFWAAHAPVPVWCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  (E)-N,N'-dicyclohexylacetamidine 、 三甲基镓 以 neat (no solvent) 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Synthesis and properties of some gallium amidine complexes [GaX_yL_3–y][X = Me, Et or Cl; L = RNCR′NR (R, R′= H, alkyl or aryl); y= 0–2]. Crystal structures of [GaMe₂(PhNCPhNPh)] and [GaMe(PhNCPhNPh)₂]

  摘要：

  The amidinato compounds [GaMe(2)L] [L = RNCR'NR (R, R' = H, alkyl or aryl)], [GaMe(PhNCPhNPh)(2)], [GaEt(PhNCMeNPh)(2)] and [Ga(PhNCRNPh)(3)](R = Me or Ph) have been isolated from the reaction of the appropriate gallium trialkyl with 1, 2 and 3 mol of amidine RNCR'N(H)R, respectively. The chloro derivatives [GaCl3 {RNCR'N(H)R}] (R = Ph or p-ClC6H4; R' = Me) and [GaCl2(p-ClC(6)H(4)NCMeNC(6)H(4)Cl-p)] have also been prepared. The compounds have been fully characterised, and mass spectrometric data indicate that the volatile dimethylgallium derivatives exist as either monomers or dimers in the gas phase. X-Ray crystallographic studies on [GaMe(2)(PhNCPhNPh)l and [GaMe(PhNCPhNPh)(2)] revealed monomeric structures and the presence of chelating amidinate ligands, with distorted tetrahedral and trigonal-bipyramidal co-ordination respectively at the metal centres. Cleavage of the Ga-Me bond occurs on photolysis in the. presence of a spin-trapping agent, and thermal decomposition of the solids leads to the formation of gallium nitride.

  DOI：

  10.1039/dt9960000431
• 作为产物：
  描述：

  甲基锂 、 N,N'-二环己基碳二亚胺 在 gadolinium(III) chloride 作用下， 以 乙醚 为溶剂， 反应 12.0h， 生成 (E)-N,N'-dicyclohexylacetamidine
  参考文献：
  名称：

  A Z′=6 crystal structure of (E)-N,N′-dicyclohexylacetamidine

  摘要：

  The crystal and molecular structure of (E)-N,N'-dicyclohexylacetamidine (1) is described. Crystalline material of 1 was obtained by sublimation. Single-crystal X-ray analysis revealed a centrosymmetric triclinic structure (space group P (1) over tilde) with six molecules in the asymmetric unit (Z' = 6). The six crystallographically distinct molecules all exhibit an E-syn structure, but differ in the orientation of the cyclohexyl groups about the central acetamidine moiety. In the crystal, the molecules form polymeric helices via N-H center dot center dot center dot N hydrogen bonds. The crystal structure comprises two crystallographically distinct helices of opposite handedness (P and M form). The characterisation of 1 in the solid-state is augmented by powder X-ray diffraction, infrared spectroscopy and thermal analysis. Density functional theory (DFT) structure optimisation and frequency calculation were performed at the B3LYP/cc-pVTZ level. The DFT results for the isolated molecule are compared with the experimental results for the solid-state. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.10.003

文献信息

• [EN] METAL COMPLEX COMPRISING AMIDINE AND INDOLE FUSED CYCLOPENTADIENYL LIGANDS<br/>[FR] COMPLEXE MÉTALLIQUE COMPRENANT DES LIGANDS DE CYCLOPENTADIÉNYLE FUSIONNÉS PAR AMIDINE ET INDOLE
  申请人：ARLANXEO NETHERLANDS BV

  公开号：WO2019201838A1

  公开（公告）日：2019-10-24

  A metal complex of the formula (1) InCyLMZp (1), wherein M is a group 4 metal Z is an anionic ligand, p is number of 1 to 2, preferably 2, InCy is an indole fused cyclopentadienyl-type ligand of the formula (2) wherein R1 means for each index m individually a C1-C4-alkyl that substitutes a hydrogen atom of the benzene ring, m is a number of 0 to 4, preferably 0 to 2, in particular 0, R2 means C1-C10-alkyl, C5- C10-cycloalkyl, and an unsubstituted or C1-C10-alkyl or C1-C4-dialkyl amino substituted C6-C10-aryl, in particular C1-C4-20 alkyl substituted phenyl, more preferably methyl, phenyl or di-C1-C4-alkyl substituted phenyl, in particular di-tert.-butyl-phenyl, R3, R4 and R5 being individually selected from the group of hydrogen, C1-C4-alkyl, unsubstituted or C1-C4-alkyl and/or halogen, in particular chlorine or fluorine substituted C6-C10-aryl, in particular unsubstituted or C1-C4-alkyl substituted phenyl whereby preferably R3, R4 and R5 being individually selected from the group of hydrogen, C1-C4-alkyl, unsubstituted or C1-C4-alkyl and/or halogen, in particular chlorine or fluorine substituted C6-C10-aryl, in particular C1-C4-alkyl substituted phenyl, more preferably at least one of the radicals R3 to R5 shall mean C1-C4-alkyl, in particular methyl, i-propyl and phenyl and, L is an amidinate ligand of the formula (3) (3) wherein the amidine-containing ligand is covalently bonded to the metal M via the imine nitrogen atom, and Sub1 is an unsubstituted or C1-C4-alkyl and/or halogen, in particular chlorine or fluorine substituted C6-C10-aromatic substituent, in particular phenyl and Sub2 is a substituent comprising a heteroatom of group 15, through which Sub2 is bonded to the imine carbon atom or Sub1 and Sub2 together with the imino group they are connected to form a ligand of formula (3a) wherein the amidine-containing ligand (3a) is covalently bonded to the metal M via the imine nitrogen atom N2, wherein the benzo ring fused to the amidine ring may be unsubstituted or contain further substituents R7, which are individually of the index "q" selected from the group of hydrogen, C1-C4-alkyl and halogen and whereby q is a number of 0 to 4, preferably 0 to 2, most preferably 0, Sub4 is an aliphatic or aromatic cyclic or linear substituent comprising a group 14 atom through which Sub4 is bonded to the amino nitrogen atom N 1, preferably Sub4 is a C6-C10-aromatic ring, preferably phenyl which is unsubstituted or substituted by one or more substituents from the group selected from halogen, in particular Cl or F and C1-C4-alkyl, preferably Sub4 is a 2,6-di-fluorophenyl.

  化合物的化学式为：InCyLMZp，其中M是第4族金属，Z是一个阴离子配体，p是1到2之间的数字，最好是2。InCy是一个融合苯环的吲哚基环戊二烯基配体，其化学式为：R1代表每个指数m分别为苯环的C1-C4烷基取代氢原子，m的取值范围为0到4，最好是0到2，特别是0。R2代表C1-C10烷基、C5-C10环烷基，以及未取代或取代的C1-C10烷基或C1-C4二烷基氨基取代的C6-C10芳基，特别是C1-C4-20烷基取代的苯基，更好的是甲基、苯基或二甲基取代的苯基，特别是叔丁基二甲基取代的苯基。R3、R4和R5分别选自氢、C1-C4烷基、未取代或C1-C4烷基和/或卤素，特别是氯或氟取代的C6-C10芳基，特别是未取代或C1-C4烷基取代的苯基，最好是R3、R4和R5中至少有一个代表C1-C4烷基，特别是甲基、异丙基和苯基。L是一个含有酰胺基的配体的化学式，其中该酰胺基配体通过亚胺氮原子与金属M共价结合，Sub1是未取代或C1-C4烷基和/或卤素，特别是氯或氟取代的C6-C10芳基，特别是苯基，Sub2是一个含有第15族元素的取代基，通过这个取代基与亚胺碳原子或Sub1结合，Sub2与亚胺基一起形成一个配体的化学式，其中含有酰胺基的配体通过亚胺氮原子N2与金属M共价结合，其中与酰胺环融合的苯环可能是未取代的或含有进一步的取代基R7，这些取代基分别为指数“q”选自氢、C1-C4烷基和卤素，q的取值范围为0到4，最好是0到2，最好是0，Sub4是通过含有第14族元素的线性或环状取代基与氨基氮原子N1结合的取代基，最好是C6-C10芳环，最好是未取代或由卤素（特别是Cl或F）和C1-C4烷基中的一个或多个取代的苯基，最好是2,6-二氟苯基。
• [EN] METAL COMPLEX COMPRISING AMIDINE AND SUBSTITUTED CYCLOPENTADIENYL LIGANDS<br/>[FR] COMPLEXE MÉTALLIQUE COMPRENANT DE L'AMIDINE ET DES LIGANDS CYCLOPENTADIÉNYLE SUBSTITUÉS
  申请人：LANXESS ELASTOMERS BV

  公开号：WO2016041818A1

  公开（公告）日：2016-03-24

  A metal complex of the formula (1 ) CyLMZp(A)n (1 ), wherein M is a group 4 metal Z is an anionic ligand, p is number of 1 to 2, preferably 2, Cy is a cyclopentadienyl-type ligand substituted with at least one aliphatic C3-C20 hydrocarbyl group, which is bonded to the cyclopentadienyl-type ligand, in particular to its cyclopentadienyl ring, via a secondary, a tertiary or quaternary carbon atom and, L is an amidinate ligand of the formula (2), wherein the amidine-containing ligand is covalently bonded to the metal M via the imine nitrogen atom, and Sub1 is a substituent comprising a group 14 atom through which Sub1 is bonded to the imine carbon atom and Sub2 is a substituent comprising a heteroatom of group 15, through which Sub2 is bonded to the imine carbon atom and A is a neutral Lewis base ligand selected from the list consisting of ether, thioether, amine, tertiary phosphane, imine, nitrile and isonitrile,wherein the number of said metal ligands "n" is in the range of 0 to the amount that specifies the 18-electron rule.

  一种化学配合物的化学式（1）CyLMZp（A）n（1），其中M是4族金属，Z是一个阴离子配体，p是1至2的数字，最好是2，Cy是一种环戊二烯基类型的配体，其上至少有一个与环戊二烯基类型配体上的一个次生、三次或四次碳原子键合的脂肪烃基，L是一个化学式（2）的氨基酰配体，其中含有氨基的配体通过亚胺氮原子与金属M共价键合，Sub1是一个含有14族元素的取代基，通过Sub1与亲胺碳原子键合，Sub2是一个含有15族元素的取代基，通过Sub2与亲胺碳原子键合，A是从醚、硫醚、胺、三级膦、亚胺、腈和异腈的列表中选择的中性路易斯碱配体，其中金属配体“n”的数量在0到符合18电子规则的数量范围内。
• Aminolysis of Bis[bis(trimethylsilyl)amido]iron and -cobalt as a Versatile Route to N-Heterocyclic Carbene Complexes
  作者：Andreas A. Danopoulos、Pierre Braunstein、Neoklis Stylianides、Marcel Wesolek

  DOI：10.1021/om200951m

  日期：2011.12.26

  N-heterocyclic carbene complexes of iron(II) and cobalt(II) have been conveniently obtained by the aminolysis of bis[bis(trimethylsilyl)amido]iron and -cobalt precursors with imidazol(in)ium salts. Whereas sterically less hindered salts produced the tetrahedral complexes [M(carbene)2Cl2] (M = Fe), bulkier salts gave the three-coordinate [M(carbene)N(SiMe3)2}Cl] (M = Fe, Co), which serve as versatile

  铁（II）和钴（II）的一系列新型N-杂环卡宾配合物已通过咪唑（in）盐与双[双（三甲基甲硅烷基）酰胺基]铁和-钴前体的氨解反应方便地获得。位阻较少的盐生成四面体络合物[M（carbene）2 Cl 2 ]（M = Fe），而体积较大的盐生成三坐标的[M（carbene）N（SiMe 3）2 } Cl]（M = Fe ，Co），它们是一系列衍生物的通用前体；讨论了反应的机械方面。
• Mono-N-heterocyclic carbene amido and alkyl complexes. Cobalt-mediated C–H activation and C–C coupling reactions involving benzyl ligands on a putative 3-coordinate intermediate
  作者：Andreas A. Danopoulos、Pierre Braunstein

  DOI：10.1039/c3dt50197c

  日期：——

  Aminolysis of [Co(NHC)N(SiMe3)2}Cl] with N–H acidic compounds such as substituted amidines and anilines leads to novel Co(II) complexes with monodentate N-heterocyclic carbene ligation. Attempts to prepare Co(II) dibenzyl complexes with bulky IPr coligands led to metal reduction to Co(I) and aromatic C–H activation and C–C coupling between the benzyl groups.

  [Co（NHC）N（SiMe 3）2 } Cl]与N–H酸性化合物（如取代的am和苯胺）的氨解反应会生成具有单齿N-杂环卡宾连接的新型Co（II）配合物。尝试用大分子IPr大分子配体制备Co（II）二苄基配合物会导致金属还原为Co（I）以及芳族C–H活化和苄基之间的C–C偶联。
• CONDENSED ANTHRAN I LAMI DE DERIVATIVES AS INSECTICIDES
  申请人：Loiseleur Olivier

  公开号：US20110271406A1

  公开（公告）日：2011-11-03

  Compounds of Formula I wherein the substituents are as defined in claim 1 , and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as agrochemical active ingredients and can be prepared in a manner known per se.

  式I的化合物，其中取代基如权利要求1所定义的那样，并且公认的农药盐和式I化合物的所有立体异构体和互变异构体形式都可以用作农药活性成分，可以按照已知方法制备。