Benzyl-[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amine | 105205-91-2

• 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: Benzyl-[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amine
• CAS: 105205-91-2
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: XSNXAWGNAOODBJ-LDADJPATSA-N

物化性质

• 沸点：
  361.4±42.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  bis[dimethyl(μ-dimethylsulfide)platinum(II)] 、 Benzyl-[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amine 以 氘代丙酮 为溶剂， 生成
  参考文献：
  名称：

  N-亚苄基苄胺的内环和外环金属化铂化合物形成的合成和机理研究

  摘要：

  The bifunctional ligands 2-XC6H4CH = NCH2-2'-X'C6H4, and related ligands with more substituents on the aryl rings, react with [Pt2Me4(mu-SMe2)2] to give cyclometalated complexes [PtMe2X-(SMe2)(C6H4CHNCH2-2'-X'C6H4)] (4) by oxidative addition of C-X bonds (X = Cl, Br), or complexes [PtMe(SMe2)(C6H4CHNCH2-2'-X'-C6H4)] 5 by orthometalation with loss of methane. In both types of compound the iminic functionality is endo to the cycle. Complexes 4 with an exocyclic structure are obtained only for X' = Br, or for X' = Cl when the ligand 2,4,6-C6H2(CH3)3CH = NCH2-2'-ClC6H4 is used. Compounds 5 with an exocyclic structure are not formed. The following order of reactivity has been deduced: C-Cl endo almost-equal-to C-Br exo > C-H endo > C-Cl exo >> C-H exo. Complexes 4 and 5 and the coordination compounds [PtMe2(SMe2)(2,4,6-C6H2(CH3)3CH = NCH2-2'-XC6H4)] (3) have been characterized by NMR spectroscopy. Complexes 4 react with PPh3 to give a displacement reaction of SMe2 for PPh3, and the resulting compounds have been characterized by NMR spectroscopy; the compound [PtMe2Cl(PPh3)(C6H3ClCHNCH2C6H5)] (6c) has been characterized crystallographically. Complex 6c crystallizes in the monoclinic space group P2(1)/a, with a = 17.677 (3) angstrom, b = 15.495 (3) angstrom, c = 11.371 (2) angstrom, beta = 104.59 (2)-degrees, and Z = 4. The kinetics of formation of compounds 4 and 5 has been studied. It is suggested that formation of coordination compounds 3 takes place prior to the oxidative addition, which follows first-order kinetics and occurs by a concerted mechanism.

  DOI：

  10.1021/om00039a038
• 作为产物：
  描述：

  苄胺 、 mesitylimine 生成 Benzyl-[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  方便的非对映选择性合成β-芳基-β-氨基醇

  摘要：

  β-芳基-β-氨基醇（1）由N-二苯基亚甲基苄胺（2）非对映选择性地一锅法制得。

  DOI：

  10.1016/0040-4039(95)02335-6

文献信息

• Regioselective cyclomanganation of Schiff bases. An unexpected effect of chloro substituents
  作者：Joan Albert、J. Magali Cadena、Jaume Granell、Xavier Solans、Mercè Font-Bardia

  DOI：10.1016/j.jorganchem.2004.07.010

  日期：2004.12

  In this paper we describe the synthesis of new metallacycles by the cyclomanganation reaction of benzyl-benzylidene-amines by using [MnMe(CO)(5)] as metallating agent. These ligands can undergo metallation on different aromatic carbon atoms but no important differences have been found in the regioselectivity of the process, that can be related to the electronic effect of the substituents. and in all the cases studied the endo-cyclomanganated complexes of para-substituted imines have been obtained. The corresponding exo-metallacycles were obtained by reaction of [MnMe(CO)(5)] on the imine 2.6-Ch(2)C(6)H(3)CH=NCH2Ph and 2,4,6-Me(3)C(6)Hr(2) -CH=NCH2Ph, derived from 2,6-dichlorobenzaldehyde and 2,4,6-trimethylbenzaldehyde, respectively.The results described suggest that the mechanism of the cyclomanganation is similar to that of cyclopalladation and it can be proposed that cyclomanganation takes place by the formation of a four-centered transition state, involving the C-H and Mn-C-acetyl bonds in the acetyl coordination complex formed in the first step of the reaction. (C) 2004 Elsevier B.V. All rights reserved.