n-butylammonium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate | 1226878-14-3

• 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: n-butylammonium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
• 英文别名: n-BuNH3(+)*TFPB(-)；Butylazanium;tetrakis[3,5-bis(trifluoromethyl)phenyl]boranuide；butylazanium;tetrakis[3,5-bis(trifluoromethyl)phenyl]boranuide
• CAS: 1226878-14-3
• 化学式: C₄H₁₁N*C₃₂H₁₂BF₂₄*H
• 分子量: 937.366
• InChiKey: FHWZSLJBJPPTJQ-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  11.24
• 重原子数：
  62
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  n-butylammonium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 5,11,17,23-tetrakis(tert-butyl)-25,26,27,28-tetrapropyloxycalix[4]arene 以 氘代氯仿 为溶剂， 反应 0.25h， 生成 C₄H₁₁N*H⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-)*C₅₆H₈₀O₄
  参考文献：
  名称：

  Endo-Complexation of Alkylammonium Ions by Calix[4]arene Cavity: Facilitating Cation−π Interactions through the Weakly Coordinating Anion Approach

  摘要：

  Notwithstanding its small dimensions, the narrow cavity of p-tert-butylcalix[4]arene macrocycle is still able to host alkylammonium guests in the presence of the tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (TFPB-) weakly coordinating (or "superweak") anion. As an artificial analogue of biological receptors, cone-shaped calix[4]arene 1d is able to recognize a n-BuNH3+ guest mainly through a 4-fold cation-pi interaction aided by a weak H-bonding interaction. This recognition motif can be used to assembly a 2:1 capsular architecture with a linear diammonium axle.

  DOI：

  10.1021/jo5016689
• 作为产物：
  描述：

  正丁胺盐酸盐 、 四(3,5-二(三氟甲基)苯基)硼酸钠 以 甲醇 为溶剂， 生成 n-butylammonium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
  参考文献：
  名称：

  内-Cavity络合和穿过环空大杯芳烃诱导的线程由非常宽松的烷基铵离子对

  摘要：

  通过利用弱配位的四[3,5-双（三氟甲基）苯基]硼酸根（TFPB）阴离子的诱导作用，获得了获得稀有有效的大环主体的内复合和环空穿线的一般模式。游离的“裸”阳离子。此方法与简单的，构象可移动的杯[6-7]芳烃醚一起使用时效果很好，后者提供构象受阻的内杯或[2]假轮烷复合物。

  DOI：

  10.1021/ol100578z

文献信息

• Alkylammonium Cation Complexation into the Narrow Cavity of Dihomooxacalix[4]arene Macrocycle
  作者：Carmine Gaeta、Carmen Talotta、Francesco Farina、Filipa A. Teixeira、Paula M. Marcos、José R. Ascenso、Placido Neri

  DOI：10.1021/jo3019945

  日期：2012.11.16

  inside its aromatic cavity. Molecular mechanics calculations revealed that this recognition event is mainly driven by a H-bonding interaction between the guest ammonium group and the host CH2OCH2 bridge. The endo-cavity complexation of chiral s-BuNH3+ guest results in an asymmetric complex in the NMR time scale. The chirality transfer from guest to host is likely due to a restricted guest motion inside the

  有多大应该杯芳烃大环是内-cavity络合发生或允许直通环线程？回答这些问题，在初级和次级（DI）的络合一个完整的研究烷基铵阳离子由18元p -叔-butyldihomooxacalix [4]芳烃macroring已经在“超弱” TFPB抗衡离子的存在下进行。因此，发现该大环化合物是目前最小的杯芳烃，其能够在其芳族腔中容纳线性和支链的烷基铵客体。分子力学计算表明，这种识别事件主要是由客体铵基团与主体CH 2 OCH 2之间的氢键相互作用引起的。桥。的内切的手性-cavity络合小号-BuNH 3 +旅客导致不对称络合物在NMR时间尺度。从客体到宿主的手性转移可能是由于客体在紧密腔内的运动受到限制而引起的。与仲二烷基铵·TFPB盐的络合研究表明，十八元二高氧杂lix [4]芳烃大环由于尺寸小而无法穿过环。但是，大环能够络合此类离子，这些离子只能以钩状构象容纳，其特征是在CH 2 -NH 2
• Conformational Features and Recognition Properties of a Conformationally Blocked Calix[7]arene Derivative
  作者：Carmine Gaeta、Carmen Talotta、Francesco Farina、Gaetano Campi、Mercedes Camalli、Placido Neri

  DOI：10.1002/chem.201102179

  日期：2012.1.23

  The shaping of a calix[7]arene macrocycle into cone‐like structure 3, through exhaustive alkylation of doubly bridged calix[7]arene derivative 2 with bulky groups, has been investigated. Conformational details about the structure adopted by calix[7]arene derivative 3 in solution have been obtained by using chemical shift surface maps, as previously reported by our group. Thus, chemical shift contour

  研究了杯状[7]芳烃大环通过具有大基团的双桥杯[7]芳烃衍生物2的穷举烷基化而形成圆锥状结构3的过程。正如我们小组先前报道的那样，通过使用化学位移表面图获得了杯中杯[7]芳烃衍生物3所采用结构的构象细节。因此，化学位移等高线图表明，3通过在溶液中类似的锥形结构，以使得由已知采用p -叔-butylcalix [7]芳烃heptacarboxylic酸衍生物4。有趣的是，导数3的X射线结构显示出与理论结构的高度相似性，这证实了等高线图方法的有效性。预组织的杯[7]芳烃主体3对有机阳离子和碱性阳离子均表现出有趣的识别能力。事实上，一个前所未有的内切线性的-cavity络合和支链的具有较大杯[7]芳烃主机烷基铵阳离子被证明。观察到对支链t BuNH 3 +和线性n BuNH 3 +客体具有可比的亲和力。
• Alkylammonium Guest Induced-Fit Recognition by a Flexible Dihomo­oxacalix[4]arene Derivative
  作者：Carmen Talotta、Carmine Gaeta、Margherita De Rosa、José R. Ascenso、Paula M. Marcos、Placido Neri

  DOI：10.1002/ejoc.201501319

  日期：2016.1

  conformationally mobile tetramethoxy-dihomooxacalix[4]arene 1c is able to interact with linear and branched alkylammonium guests through an induced-fit process mainly driven by H-bonds and cation–π interactions. Although free 1c adopts a 1,4-alternate conformation in solution, in the presence of linear nBuNH3+ and branched sBuNH3+ and iPrNH3+ guests, it preferentially forms endo-complexes in a cone conformation

  构象移动的四甲氧基-二高氧杂杯[4]芳烃 1c 能够通过主要由 H 键和阳离子-π 相互作用驱动的诱导拟合过程与直链和支链烷基铵客体相互作用。尽管游离 1c 在溶液中采用 1,4-交替构象，但在线性 nBuNH3+ 和支链 sBuNH3+ 和 iPrNH3+ 客体存在的情况下，它通过响应铵客体的适应性结构变化优先形成锥形构象的内复合物. 根据先前的结果，配合物的 DFT 优化结构表明它们主要通过客体铵基团和主体 CH2OCH2 醚桥之间的氢键相互作用来稳定。
• Confused‐Prism[5]arene: a Conformationally Adaptive Host by Stereoselective Opening of the 1,4‐Bridged Naphthalene Flap
  作者：Paolo Della Sala、Rocco del Regno、Amedeo Capobianco、Veronica Iuliano、Carmen Talotta、Silvano Geremia、Neal Hickey、Placido Neri、Carmine Gaeta

  DOI：10.1002/chem.202203030

  日期：2023.1.27

  The confused-prism[5]arene host changes its planar chirality upon the complexation of ammonium guests, adopting the homochiral all-pR (or all-pS) conformation. Stereoselective directional threading was also observed in the presence of directional ammonium axles, resulting in the formation of pseudorotaxanes in which the prismarene wheel adopts homochiral all-pR (all-pS) conformation.

  所有的变化，都在一起：混淆棱柱 [5] 芳烃主体在铵客体络合时改变其平面手性，采用纯手性 all-p R（或 all-p S）构象。在存在定向铵轴的情况下也观察到立体选择性定向穿线，导致假轮烷的形成，其中海藻烯轮采用纯手性全 p R (全 p S ) 构象。
• <i>endo</i>-Cavity Complexation and Through-the-Annulus Threading of Large Calixarenes Induced by Very Loose Alkylammonium Ion Pairs
  作者：Carmine Gaeta、Francesco Troisi、Placido Neri

  DOI：10.1021/ol100578z

  日期：2010.5.7

  through-the-annulus threading of scarcely efficient macrocyclic hosts was obtained by exploiting the inducing effect of the weakly coordinating tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (TFPB) anion that gives free “naked” cations. This method works very well with simple, conformationally mobile calix[6−7]arene ethers, which give conformationally blocked endo-calix or [2]pseudorotaxane complexes.

  通过利用弱配位的四[3,5-双（三氟甲基）苯基]硼酸根（TFPB）阴离子的诱导作用，获得了获得稀有有效的大环主体的内复合和环空穿线的一般模式。游离的“裸”阳离子。此方法与简单的，构象可移动的杯[6-7]芳烃醚一起使用时效果很好，后者提供构象受阻的内杯或[2]假轮烷复合物。