1,8-(4-tert-butylbenzyl)-1,4,8,11-tetraazacyclotetradecane | 1227479-17-5

• 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: 1,8-(4-tert-butylbenzyl)-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 1,8-Bis[(4-tert-butylphenyl)methyl]-1,4,8,11-tetrazacyclotetradecane；1,8-bis[(4-tert-butylphenyl)methyl]-1,4,8,11-tetrazacyclotetradecane
• CAS: 1227479-17-5
• 化学式: C₃₂H₅₂N₄
• 分子量: 492.792
• InChiKey: ZSQRPGHIVFFOIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((methyl)₃SiCH₂)₂ZrCl₂(diethyl ether)₂ 、 1,8-(4-tert-butylbenzyl)-1,4,8,11-tetraazacyclotetradecane 以 四氢呋喃 为溶剂， 以42%的产率得到(zirconium dichloride)(1,8-(4-tert-butylbenzyl)-1,4,8,11-tetraazacyclotetradecane)
  参考文献：
  名称：

  Reactivity of a new family of diamido-diamine cyclam-based zirconium complexes in ethylene polymerization

  摘要：

  Compounds of general formula [(*Bn(2)Cyclam)ZrCl(2)] (*Bn = 4-(t)BuC(6)H(4)CH(2), (4) and 4-CF(3)C(6)H(4)CH(2), ( 5)) were synthesised using Zr(CH(2)SiMe(3))(2)Cl(2)(Et(2)O)(2) and the corresponding ligand precursors 1,8-(4-(t)butylbenzyl)-1,4,8,11-tetraazacyclotetradecane (H(2)(4-(t)BuBn)(2)Cyclam), (4a), and 1,8-(4-trifluoromethylbenzyl)-1,4,8, 11-tetraazacyclotetradecane (H(2)(4-CF(3)Bn)(2)Cyclam), (5a). Complexes 4 and 5, in addition to other [(*Bn(2)Cyclam)ZrCl(2)] compounds previously described by some of us (*Bn = PhCH(2), ( 1), 3,5-Me(2)C(6)H(3)CH(2), (2) and 3,5-(t)Bu(2)C(6)H(3)CH(2), (3)) were tested in the polymerization of ethylene in the presence of MAO. System 4/MAO presents the highest activity ( 2790 g PE molZr(-1) h(-1) atm(-1)). The polymers formed are slight to moderately branched polyethylenes with a percentage of branching ranging between 1.2% and 3.3%. The melting points obtained by differential scanning calorimetry (DSC) ranging from 128 to 140 degrees C, are consistent with rather high average molecular weight polymers with crystallinity close to 50%. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.02.018
• 作为产物：
  描述：

  1,8-(4-tert-butylbenzyl)-4,11-diazoniatricyclo[9.3.1.1^4,8]hexadecane-1,8-diium dibromide 在 水 、 sodium hydroxide 作用下， 生成 1,8-(4-tert-butylbenzyl)-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Structural features of neutral and cationic cyclams

  摘要：

  Dicationic compounds of general formula [1,8-R-2-1,4,8,11-tetraazatricyclo[9.3.1.1(4,8)]hexadecane]X-2, where R = H, Me or Bn' and X is a halogen counterion were obtained by reactions of 1,4,8,11-tetraazatricyclo[9.3.1.1(4,8)]hexadecane with different electrophiles. The solid-state molecular structures of the compounds reveal that the hydrogen, methyl or benzyl groups are located on the nitrogen atoms that are not only the less sterically hindered but also have the electron lone pair pointing out of the macrocycle backbone. In all compounds it is observed a bond shortening between the N-C-aminal and the two other C-N bonds that may be attributed to an inductive effect. These compounds afford the corresponding trans-N,N'-disubstituted cyclams upon hydrolysis in basic medium. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.05.037

文献信息

• Syntheses and solid state structures of cyclam-based copper and zinc compounds
  作者：Luis G. Alves、Manuel Souto、Filipe Madeira、Pedro Adão、Rui F. Munhá、Ana M. Martins

  DOI：10.1016/j.jorganchem.2013.11.015

  日期：2014.6

  Copper(II) and zinc(II) complexes of general formula [H2(4−BtuPhCH2)2Cyclam}Cu]SO4, 1, [H2(PhCH2)2Cyclam}Cu]X, (X = SO4, 2; X = (CH3COO)2, 3), [H2(PhCH2)2Cyclam}Zn]SO4, 5, and [H2(PhCH2)2Cyclam)}ZnCl]Cl, 6, were prepared by reaction of H2Bn2Cyclam (Bn = PhCH2 or 4−BtuPhCH2) with one equiv. of the appropriate Cu(II) or Zn(II) salt. The preparation of Cu(II) complexes of general formula [H2(MeOCH2)2Cyclam}Cu]X

  通式[H 2（4-乙Ť物理化学2个）2 Cyclam}的Cu] SO 4，1，[H 2（物理信道2）2 Cyclam}的Cu] X，（X = SO 4，2 ; X =（CH 3 COO）2，3），[H 2（物理信道2）2 Cyclam}的Zn] SO 4，5，和[H 2（物理信道2）2 Cyclam）}的ZnCl]氯，6中，通过H的反应而制备2 BN 2 Cyclam（BN =的PhCH 2或4-乙Ť物理化学2个）的当量 适当的Cu（II）或Zn（II）盐。 Cu的制备（II）通式的配合物[H 2（MeOCH 2）2 Cyclam}的Cu] X（X = SO 4，7，（CH 3 COO）2，8，和氯化亚铜4，9）显示甲醇在Cu 2+介导的过程中亲核攻击1,4,8,11-四氮杂三环[9.3.1.1 4,8 ]十六烷的桥连亚甲基而获得具有两个N -CH 2 OMe悬垂臂的修饰环素配体。
• Structural features of neutral and cationic cyclams
  作者：Luis G. Alves、M. Teresa Duarte、Ana M. Martins

  DOI：10.1016/j.molstruc.2015.05.037

  日期：2015.10

  Dicationic compounds of general formula [1,8-R-2-1,4,8,11-tetraazatricyclo[9.3.1.1(4,8)]hexadecane]X-2, where R = H, Me or Bn' and X is a halogen counterion were obtained by reactions of 1,4,8,11-tetraazatricyclo[9.3.1.1(4,8)]hexadecane with different electrophiles. The solid-state molecular structures of the compounds reveal that the hydrogen, methyl or benzyl groups are located on the nitrogen atoms that are not only the less sterically hindered but also have the electron lone pair pointing out of the macrocycle backbone. In all compounds it is observed a bond shortening between the N-C-aminal and the two other C-N bonds that may be attributed to an inductive effect. These compounds afford the corresponding trans-N,N'-disubstituted cyclams upon hydrolysis in basic medium. (C) 2015 Elsevier B.V. All rights reserved.
• Reactivity of a new family of diamido-diamine cyclam-based zirconium complexes in ethylene polymerization
  作者：Luís G. Alves、Maria Augusta Antunes、Inês Matos、Rui F. Munhá、M. Teresa Duarte、Anabela C. Fernandes、M. Mercês Marques、Ana M. Martins

  DOI：10.1016/j.ica.2010.02.018

  日期：2010.5

  Compounds of general formula [(*Bn(2)Cyclam)ZrCl(2)] (*Bn = 4-(t)BuC(6)H(4)CH(2), (4) and 4-CF(3)C(6)H(4)CH(2), ( 5)) were synthesised using Zr(CH(2)SiMe(3))(2)Cl(2)(Et(2)O)(2) and the corresponding ligand precursors 1,8-(4-(t)butylbenzyl)-1,4,8,11-tetraazacyclotetradecane (H(2)(4-(t)BuBn)(2)Cyclam), (4a), and 1,8-(4-trifluoromethylbenzyl)-1,4,8, 11-tetraazacyclotetradecane (H(2)(4-CF(3)Bn)(2)Cyclam), (5a). Complexes 4 and 5, in addition to other [(*Bn(2)Cyclam)ZrCl(2)] compounds previously described by some of us (*Bn = PhCH(2), ( 1), 3,5-Me(2)C(6)H(3)CH(2), (2) and 3,5-(t)Bu(2)C(6)H(3)CH(2), (3)) were tested in the polymerization of ethylene in the presence of MAO. System 4/MAO presents the highest activity ( 2790 g PE molZr(-1) h(-1) atm(-1)). The polymers formed are slight to moderately branched polyethylenes with a percentage of branching ranging between 1.2% and 3.3%. The melting points obtained by differential scanning calorimetry (DSC) ranging from 128 to 140 degrees C, are consistent with rather high average molecular weight polymers with crystallinity close to 50%. (C) 2010 Elsevier B. V. All rights reserved.