28-Butyl-2,8,14,20-tetramethyl-2,8,14,20,25,26,27-heptazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene | 1397282-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 28-Butyl-2,8,14,20-tetramethyl-2,8,14,20,25,26,27-heptazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene
• CAS: 1397282-69-7
• 化学式: C₂₉H₃₃N₇
• 分子量: 479.628
• InChiKey: KUEMOXFVWBBMRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(tetraazacalix[1]arene[3]pyridine-H)Cu](ClO4)2 在 copper(II) perchlorate hexahydrate 、 4-甲苯硼酸 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 28-Butyl-2,8,14,20-tetramethyl-2,8,14,20,25,26,27-heptazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene
  参考文献：
  名称：

  铜（II）催化的芳烃CH键与硼酸之间的氧化交叉偶联反应使氮杂芳烃官能化

  摘要：

  Cu（ClO 4）2 ·6H 2 O在温和的需氧条件下，以空气为氧化剂催化，氮杂杯[1]芳烃[3]吡啶与大量的芳基，烯基-进行高效的氧化交叉偶联反应。和烷基硼酸，以提供各种功能化的大环化合物。芳基硼酸与分离的，结构明确的高价有机铜化合物的化学计量反应表明，在催化中涉及芳基铜（II）而不是芳基铜（III）物种作为有机金属中间体。

  DOI：

  10.1021/acs.orglett.6b02530

文献信息

• Caryl–Calkyl bond formation from Cu(ClO4)2-mediated oxidative cross coupling reaction between arenes and alkyllithium reagents through structurally well-defined Ar–Cu(iii) intermediates
  作者：Zu-Li Wang、Liang Zhao、Mei-Xiang Wang

  DOI：10.1039/c2cc35067j

  日期：——

  The stable and structurally well-defined Ar–Cu(III) intermediates, that are prepared almost quantitatively from the reaction of azacalix[1]arene[3]pyridines with Cu(ClO4)2·6H2O under aerobic conditions, reacted smoothly with a number of alkyllithium reagents under mild conditions to form Caryl–Calkyl bonds.

  在有氧条件下，氮杂[1]氮杂[3]吡啶与 Cu（ClO4）2Â-6H2O 发生反应，几乎定量制备出稳定且结构明确的 ArâCu(III) 中间体，并在温和条件下与多种烷基锂试剂顺利反应，形成 CarylâCalkyl 键。
• Macrocyclic Aryl–Nickel(II) Complexes: Synthesis, Structure, and Reactivity Studies
  作者：Chi Yang、Wen-Di Wu、Liang Zhao、Mei-Xiang Wang

  DOI：10.1021/acs.organomet.5b00733

  日期：2015.10.26

  The synthesis, characterization, and reactivity of the monoaryl-Ni(II) compound 2 and the diaryl-Ni(II) compound 4 formed through the direct electrophilic metalation of two macrocydic azacalix[m]arene[n]pyridine ligands are described. Compound 4 was much more stable in protic solvents and acids than the monoaryl-Ni(II) compound 2. Moreover, 2 can react with a variety of nucleophiles, resulting in the formation of C-C, C-O, C-Br, and C-N bonds. In contrast, compound 4 exhibited very inert reactivity upon reaction with a large numberof nudeophiles. Interestingly, compound 2 was also capable of reacting with several less bulky alkyl halides to form new C-C bonds, while the same procedure is inapplicable to 4. The study reported in this work provides a thorough investigation on the reactivity of aryl-Ni(II) species that should facilitate comprehension of the detailed mechanism of nickel-catalyzed C-H functionalization.