1-[3-[(dimethylamino)methyl]-5-iodobenzene-2-id-1-yl]-N,N-dimethylmethanamine;platinum(2+);bromide | 436807-35-1

• 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-[3-[(dimethylamino)methyl]-5-iodobenzene-2-id-1-yl]-N,N-dimethylmethanamine;platinum(2+);bromide
• CAS: 436807-35-1
• 化学式: C₁₂H₁₈BrIN₂Pt
• 分子量: 592.177
• InChiKey: OCMWLSLBDMZWMS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.78
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-[3-[(dimethylamino)methyl]-5-iodobenzene-2-id-1-yl]-N,N-dimethylmethanamine;platinum(2+);bromide 在 AgBF₄ 作用下， 以 二氯甲烷 、 丙酮 、 苯 为溶剂， 生成 [PtI(η1-C-C6H3(CH2NMe2)2-2,6-I-4)(PPh3)2]
  参考文献：
  名称：

  Bifunctional Pincer-type Organometallics as Substrates for Organic Transformations and as Novel Building Blocks for Polymetallic Materials

  摘要：

  The reactivity of the bifunctionalized ligand NC(Br)N\ 1 [IC6H2(CH2NMe2)(2)-3,5-Br-4] has been studied as a versatile synthon for organic and/or organometallic synthesis. Chemoselective metalation (M = Pd, Pt, LI) at the C-aryl-1 or C-aryl-Br bonds was achieved by choosing the appropriate metal precursors. In this way a series of Pt-II and Pd-II complexes were prepared that have a second functional group available for further reactions. These Pt-II and Pd-II complexes were subjected to a wide range of organic and organometallic reactions, revealing the remarkable stability of their M-C sigma-bond and opening an easy route for the synthesis of mono- and (hetero)bimetallic building blocks. The scope of the chemistry of such building blocks shows that they are good candidates for use in the synthesis of dendrimers, bioorganometallic systems, or polymetallic materials. The X-ray crystal structures of the most representative complexes (2, 3a, 19, 20, and 24) are also reported.

  DOI：

  10.1021/ja0177657
• 作为产物：
  描述：

  [Pt₂(4-MeC₆H₄)₄(μ-SEt₂)₂] 、 4-bromo-3,5-bis(dimethylaminomethyl)iodobenzene 以 苯 为溶剂， 以78%的产率得到1-[3-[(dimethylamino)methyl]-5-iodobenzene-2-id-1-yl]-N,N-dimethylmethanamine;platinum(2+);bromide
  参考文献：
  名称：

  Bifunctional Pincer-type Organometallics as Substrates for Organic Transformations and as Novel Building Blocks for Polymetallic Materials

  摘要：

  The reactivity of the bifunctionalized ligand NC(Br)N\ 1 [IC6H2(CH2NMe2)(2)-3,5-Br-4] has been studied as a versatile synthon for organic and/or organometallic synthesis. Chemoselective metalation (M = Pd, Pt, LI) at the C-aryl-1 or C-aryl-Br bonds was achieved by choosing the appropriate metal precursors. In this way a series of Pt-II and Pd-II complexes were prepared that have a second functional group available for further reactions. These Pt-II and Pd-II complexes were subjected to a wide range of organic and organometallic reactions, revealing the remarkable stability of their M-C sigma-bond and opening an easy route for the synthesis of mono- and (hetero)bimetallic building blocks. The scope of the chemistry of such building blocks shows that they are good candidates for use in the synthesis of dendrimers, bioorganometallic systems, or polymetallic materials. The X-ray crystal structures of the most representative complexes (2, 3a, 19, 20, and 24) are also reported.

  DOI：

  10.1021/ja0177657

文献信息

• Linear homobimetallic 4-thioacetyl-substituted NCN pincer palladium(II) and platinum(II) complexes with N-bidentate connecting units (NCN=[C6H2(CH2NMe2)2-2,6-R-4]−)
  作者：Katrin Döring、Deeb Taher、Bernhard Walfort、Martin Lutz、Anthony L. Spek、Gerard P.M. van Klink、Gerard van Koten、Heinrich Lang

  DOI：10.1016/j.ica.2008.01.023

  日期：2008.6

  The synthesis and characterization of homobimetallic palladium and platinum complexes of type [(Me(O)CS-4-NCN–M ← N∩N → M–NCN-4-SC(O)Me](OTf)2 (Me(O)CS-4-NCN = [C6H2(CH2NMe2)2-2,6-SC(O)Me-4]−; N∩N = 4,4′-bipyridine (bipy); M = Pd, 12; M = Pt, 13) is reported. The required bifunctional thio-acetyl NCN pincer starting compound NC(Br)N-4-SC(O)Me (2) has been synthesized by the consecutive reactions of

  4'-联吡啶（11a）得到刚性杆结构的12。当使用[Pt（tol）2（SEt2）] 2（5）（tol = 4-tolyl）代替3时，则通过[PtBr（NCN-4-SC（O）Me）]（7）和[Pt（NCN-4-SC（O）Me）（H2O）] [OTf]（10）的原位形成。合成7的另一种可能性取决于1与0.5当量的后续反应。取5，得到[PtBr（NCN-4-I）]（6），其进一步与tBuLi，1/8 S8和Me（O）CCl反应得到7。讨论了2、7和13的循环伏安图。配合物7在结构上通过单晶X射线晶体学表征。有机金属7在不对称单元中与三个独立分子一起结晶，并显示出d8-金属钳夹化学中常见的单体结构。然后通过原位形成[PtBr（NCN-4-SC（O）Me）]（7）和[Pt（NCN-4-SC（O）Me）（ ）] [OTf]（10 ）。合成7的另一种可能性取决于1与0.5当量的后续反应。取5，得到[
• Slagt, Martijn Q.; Klein Gebbink, Robertus J.M.; Lutz, Martin, Journal of the Chemical Society. Dalton Transactions (2001), 2002, # 13, p. 2591 - 2592
  作者：Slagt, Martijn Q.、Klein Gebbink, Robertus J.M.、Lutz, Martin、Spek, Anthony L.、Van Koten, Gerard

  DOI：——

  日期：——