3,7,11-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene | 281193-24-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,7,11-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
• 英文别名: 3,7,11-triazabicyclo[11.3.1]heptadeca-1(17),13,15-triene；2,6,10-triaza[11]metacyclophane
• CAS: 281193-24-6
• 化学式: C₁₄H₂₃N₃
• 分子量: 233.357
• InChiKey: BIZDSXPGEHLAMI-UHFFFAOYSA-N

物化性质

• 沸点：
  390.0±42.0 °C(Predicted)
• 密度：
  0.938±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  36.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,7,11-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene 以 氘代丙酮 、 丙酮 为溶剂， 生成 [Cu(I)(H-H33m)](1+)
  参考文献：
  名称：

  区域特异性CH键活化：CuI与三氮杂大环配体的复合物促进了可逆的H / D交换。

  摘要：

  DOI：

  10.1002/anie.200504222
• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 在 氢溴酸 、 potassium carbonate 、 苯酚 作用下， 以 乙腈 为溶剂， 反应 72.0h， 生成 3,7,11-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
  参考文献：
  名称：

  聚氮杂metacyclophanes作为异位阴离子受体。

  摘要：

  已经研究了通过甲苯磺酰化的前体的二极偶合制备的五个大环多氮杂氮杂环烷L1-L5。配位体的碱度已通过电势法进行了测量，并且已通过X射线晶体学研究了其在固态下络合卤化物和高氯酸盐的能力。结果表明，配体通常用作二位卤化物受体，即使最大的L5也太小而无法包埋阴离子。配体的碱度行为与相关对位类似物所观察到的相似。尽管固态的氟化物，HF2-，氯化物，溴化物，碘化物和三碘化物盐易于结晶，但在电位计可访问的pH范围内，对水溶液中的卤化物似乎没有亲和力。

  DOI：

  10.1039/b506828b

文献信息

• Diethoxyphosphoryl as a Protecting-Activating Group in the Synthesis of Polyazacyclophanes
  作者：Andrea Chellini、Roberto Pagliarin、Giovanni B. Giovenzana、Giovanni Palmisano、Massimo Sisti

  DOI：10.1002/(sici)1522-2675(20000412)83:4<793::aid-hlca793>3.0.co;2-3

  日期：2000.4.12

  The fully diethoxyphosphoryl(Dep)-protected polyamines 1b-3b were prepared from the corresponding polyamines with 'diethyl phosphite' (= diethyl phosphonate) and CCl4 in a solid base/organic liquid two-phase system in the presence of Bu4NBr as phase-transfer catalyst. Subsequent phase-transfer-catalyzed alkylation of phosphoramidates 1b-3b with bis(chloromethyl)arenes 5-8 in the presence of Bu4N(HSO4) followed by deprotection gave good yields of polyazacyclophanes 9a-16a.
• Aryl CbH Activation by CuII To Form an Organometallic Aryl–CuIII Species: A Novel Twist on Copper Disproportionation This research was supported by MICYT of Spain through project PBQ2000-0548 and with the grant SGR-3102-UG-01 as well as the Distinction award from from CIRIT Generalitat de Catalunya (Spain). An FI doctoral grant from CIRIT to X.R. and financial support from the National Institutes of Health (USA; T.D.P.S. GM-50730; K.O.H. RR-01209) are also acknowledged. SSRL operations are funded by the Department of Energy, Basic Energy Sciences, and the SSRL Structural Molecular Biology Program is supported by the NIH NCRR BTP and the DOE OBER.
  作者：Xavi Ribas、Deanne A. Jackson、Bruno Donnadieu、José Mahía、Teodor Parella、Raül Xifra、Britt Hedman、Keith O. Hodgson、Antoni Llobet、T. Daniel P. Stack

  DOI：10.1002/1521-3773(20020816)41:16<2991::aid-anie2991>3.0.co;2-6

  日期：2002.8.16
• Facile C−H Bond Cleavage via a Proton-Coupled Electron Transfer Involving a C−H···Cu^II Interaction
  作者：Xavi Ribas、Carlos Calle、Albert Poater、Alicia Casitas、Laura Gómez、Raül Xifra、Teodor Parella、Jordi Benet-Buchholz、Arthur Schweiger、George Mitrikas、Miquel Solà、Antoni Llobet、T. Daniel P. Stack

  DOI：10.1021/ja101599e

  日期：2010.9.8

  The present study provides mechanistic details of a mild aromatic C-H activation effected by a copper(II) center ligated in a triazamacrocylic ligand, affording equimolar amounts of a Cu-III-aryl species and Cu-I species as reaction products. At low temperatures the Cu-II complex 1 forms a three-center, three-electron C-H center dot center dot center dot Cu-II interaction, identified by pulse electron paramagnetic resonance spectroscopy and supported by density functional theory calculations. C-H bond cleavage is coupled with copper oxidation, as a Cum-aryl product 2 is formed. This reaction proceeds to completion at 273 K within minutes through either a copper disproportionation reaction or, alternatively, even faster with 1 equiv of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), quantitatively yielding 2. Kinetic studies of both reactions strongly implicate a rate-limiting proton-coupled electron transfer as the key C-H activation step, a mechanism that does not conform to the C-H activation mechanism in a Ni-II analogue or to any previously proposed C-H activation mechanisms.
• Polyaza metacyclophanes as ditopic anion receptors
  作者：Christos A. Ilioudis、Jonathan W. Steed

  DOI：10.1039/b506828b

  日期：——

  ability to complex halides and perchlorate has been studied in the solid state by X-ray crystallography. The results reveal that the ligands generally act as ditopic halide receptors with even the largest, L5, being too small to envelop the anion. The ligand's basicity behaviour parallels that observed for related para-analogues. Despite the ready crystallisation of fluoride, HF2-, chloride, bromide

  已经研究了通过甲苯磺酰化的前体的二极偶合制备的五个大环多氮杂氮杂环烷L1-L5。配位体的碱度已通过电势法进行了测量，并且已通过X射线晶体学研究了其在固态下络合卤化物和高氯酸盐的能力。结果表明，配体通常用作二位卤化物受体，即使最大的L5也太小而无法包埋阴离子。配体的碱度行为与相关对位类似物所观察到的相似。尽管固态的氟化物，HF2-，氯化物，溴化物，碘化物和三碘化物盐易于结晶，但在电位计可访问的pH范围内，对水溶液中的卤化物似乎没有亲和力。
• Regiospecific CH Bond Activation: Reversible H/D Exchange Promoted by CuI Complexes with Triazamacrocyclic Ligands
  作者：Xavi Ribas、Raül Xifra、Teodor Parella、Albert Poater、Miquel Solà、Antoni Llobet

  DOI：10.1002/anie.200504222

  日期：2006.4.28