1,4,6-trimethyl-N-(2-pyroolidin-1-ylethyl)-1,4-diazepan-6-amine | 1002789-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 英文名称: 1,4,6-trimethyl-N-(2-pyroolidin-1-ylethyl)-1,4-diazepan-6-amine
• 英文别名: 1,4,6-trimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-diazepane-6-amine；1,4,6-trimethyl-N-(2-pyrrolidin-1-ylethyl)-1,4-diazepan-6-amine
• CAS: 1002789-60-7
• 化学式: C₁₄H₃₀N₄
• 分子量: 254.419
• InChiKey: QULQWGKQVHLMAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4,6-trimethyl-N-(2-pyroolidin-1-ylethyl)-1,4-diazepan-6-amine 以 甲苯 为溶剂， 生成 (1,4,6-trimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-diazepane-6-amine(-H))Sc(phenylacetylenide)2
  参考文献：
  名称：

  Scandium, Yttrium, and Lanthanum Benzyl and Alkynyl Complexes with the N-(2-Pyrrolidin-1-ylethyl)-1,4-diazepan-6-amido Ligand: Synthesis, Characterization, and Z-Selective Catalytic Linear Dimerization of Phenylacetylenes

  摘要：

  1,4,6-Trimethyl-N-(2-pyrrolidin-1-ylethyl)-1,4-diazepan-6-amine (HL) reacts with M(CH2Ph)(3)(THF)(3) to give the dibenzyl complexes (L)M(CH2Ph)(2) (M = SC, 1; M = Y, 2; M = La, 3). Compounds 1, 2, and 3 can be converted to their corresponding cationic monobenzyl species [(L)M(CH2Ph)](+) (M = Sc, Y and La) by reaction with [PhNMe2H][B(C6F5)(4)]. Reaction of (L)Sc(CH2Ph)(2) with 2 equiv of phenylacetylene affords the monomeric dialkynyl complex (L)Sc(C CPh)(2) (4), while reactions of (L)M(CH2Ph)(2) (M = Y and La) give the dimeric dialkynyl complexes [(L)M(C CPh)(mu-C CPh)](2) (M = Y, 5; M = La, 6). The neutral complexes (2, 3, 5, and 6) and the cationic monobenzyl species [(L)M(CH2Ph)](+) (M = Y and La) are catalysts for the Z-selective linear head-to-head dimerization of phenylacetylenes. The cationic yttrium and the neutral lanthanum systems are the most effective catalysts in the series. The related scandium species show poor activity and selectivity.

  DOI：

  10.1021/om8004228

文献信息

• Highly Efficient Regio- and Stereoselective Dimerization of (Hetero)aromatic Terminal Alkynes by Organo Rare-Earth Metal Catalysts
  作者：Shaozhong Ge、Victor F. Quiroga Norambuena、Bart Hessen

  DOI：10.1021/om700893f

  日期：2007.12.1

  4-diazepan-6-amine), activated by [PhNMe2H][B(C6F5)4], catalytically dimerizes a range of (hetero)aromatic alkynes to Z-enynes with 100% selectivity and high rates. Catalyst turnovers up to 2000 were readily achieved in preparative scale (5–10 mmol) reactions. For comparison, the related E-enynes were produced with a permethyl lanthanocene catalyst.

  钇二烷基络合物[（L）Y（CH 2 SiMe 3）2 ]（1，L = 1,4,6-三甲基-N-（2-吡咯烷-1-基乙基）-1,4-二氮杂-6-胺）被[PhNMe 2 H] [B（C 6 F 5）4 ]活化，以100％的选择性和高速率将一系列（杂）芳族炔烃催化二聚为Z-烯炔。在制备规模（5-10 mmol）反应中，催化剂的周转量可轻松达到2000。为了进行比较，用全甲基镧系茂催化剂制备了相关的E-烯炔。