3-(2-(N'-(2,6-diisopropylphenyl)benzimidamido)ethyl)-1-mesityl-1H-imidazol-3-ium bromide | 1542980-19-7

• 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: 3-(2-(N'-(2,6-diisopropylphenyl)benzimidamido)ethyl)-1-mesityl-1H-imidazol-3-ium bromide
• CAS: 1542980-19-7
• 化学式: Br*C₃₃H₄₁N₄
• 分子量: 573.619
• InChiKey: KJQHTBLAXKVQFB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  33.2
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(2-(N'-(2,6-diisopropylphenyl)benzimidamido)ethyl)-1-mesityl-1H-imidazol-3-ium bromide 在 trimethylsilylmethyllithium 作用下， 以 甲苯 、 正戊烷 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  Highly 3,4-Selective Living Polymerization of Isoprene and Copolymerization with ε-Caprolactone by an Amidino N-Heterocyclic Carbene Ligated Lutetium Bis(alkyl) Complex

  摘要：

  The amidino-modified N-heterocyclic carbene ligated lutetium bis(alkyl) complex 1, (Am-NHC)Lu(CH2SiMe3)(2), was synthesized by treatment of (AmH-NHC-H)Br ((2,6-(PrC6H3N)-Pr-i=C(C6H5)NHCH2CH2(NCHCHN(C6H2Me3-2,4,6)CH)Br) with ((trimethylsilyl)methyl)lithium (LiCH2SiMe3) and lutetium tris(alkyls) (Lu(CH2SiMe3)(3)(THF)(2)) via double-deprotonation reactions and characterized by NMR spectroscopy and X-ray diffraction analysis. Under activation of an organoborate, complex 1 exhibited distinguished catalytic performance for the polymerization of isoprene with respect to high activity, 3,4-regioselectivity (99.3%), and livingness mode. In contrast to the systems reported to date, this system seemed not to be affected obviously by the polymerization temperature (0-80 degrees C), solvents, monomer-to-initiator ratios (500-5000), and type of organoborate. The resultant polymers have high glass-transition temperatures (38-48 degrees C) and moderate syndiotacticity (racemic enchainment triad rr 45%, pentad rrrr 20%). In addition, the living lutetium-polyisoprene active species could further initiate the ring-opening polymerization of epsilon-caprolactone to give selectively the poly(3,4-isoprene)-b-polycaprolactone :block copolymers with controllable molecular weight (from 4.9 x 10(4) to 10.2 x 10(4)) and narrow polydispersity.

  DOI：

  10.1021/om400925a
• 作为产物：
  描述：

  N-(2,6-diisopropylphenyl)benzimidoyl chloride 、 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 以79%的产率得到3-(2-(N'-(2,6-diisopropylphenyl)benzimidamido)ethyl)-1-mesityl-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  Highly 3,4-Selective Living Polymerization of Isoprene and Copolymerization with ε-Caprolactone by an Amidino N-Heterocyclic Carbene Ligated Lutetium Bis(alkyl) Complex

  摘要：

  The amidino-modified N-heterocyclic carbene ligated lutetium bis(alkyl) complex 1, (Am-NHC)Lu(CH2SiMe3)(2), was synthesized by treatment of (AmH-NHC-H)Br ((2,6-(PrC6H3N)-Pr-i=C(C6H5)NHCH2CH2(NCHCHN(C6H2Me3-2,4,6)CH)Br) with ((trimethylsilyl)methyl)lithium (LiCH2SiMe3) and lutetium tris(alkyls) (Lu(CH2SiMe3)(3)(THF)(2)) via double-deprotonation reactions and characterized by NMR spectroscopy and X-ray diffraction analysis. Under activation of an organoborate, complex 1 exhibited distinguished catalytic performance for the polymerization of isoprene with respect to high activity, 3,4-regioselectivity (99.3%), and livingness mode. In contrast to the systems reported to date, this system seemed not to be affected obviously by the polymerization temperature (0-80 degrees C), solvents, monomer-to-initiator ratios (500-5000), and type of organoborate. The resultant polymers have high glass-transition temperatures (38-48 degrees C) and moderate syndiotacticity (racemic enchainment triad rr 45%, pentad rrrr 20%). In addition, the living lutetium-polyisoprene active species could further initiate the ring-opening polymerization of epsilon-caprolactone to give selectively the poly(3,4-isoprene)-b-polycaprolactone :block copolymers with controllable molecular weight (from 4.9 x 10(4) to 10.2 x 10(4)) and narrow polydispersity.

  DOI：

  10.1021/om400925a

文献信息

• Highly 3,4-selective living polymerization of 2-phenyl-1,3-butadiene with amidino N-heterocyclic carbene ligated rare-earth metal bis(alkyl) complexes
  作者：Changguang Yao、Hongyan Xie、Dongmei Cui

  DOI：10.1039/c5ra18713c

  日期：——

  2-Phenyl-1,3-butadiene was polymerized using an amidino N-heterocyclic carbene lutetium bis(alkyl) precursor in high 3,4-selectivity (96.9%) and a living mode to afford a new plastic polydiene with a high T_g of 56.1 °C.

  2-苯基-1,3-丁二烯在高3,4-选择性（96.9%）下，使用一种胺基取代的N-杂环卡宾镥双（烷基）前体进行聚合反应，并以活性方式得到一种新的塑料聚二烯，其玻璃化转变温度（Tg）为56.1°C。