2-(3-methylbutyliminomethyl)phenol | 223433-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3-methylbutyliminomethyl)phenol
• CAS: 223433-85-0
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: XOVCOZPZAACWRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-methylbutyliminomethyl)phenol 、 copper(II) sulfate 生成
  参考文献：
  名称：

  来自长链脂肪胺的铜 (II) 水杨醛亚胺配合物的抗分枝杆菌活性

  摘要：

  已经使用水杨醛或邻香兰素通过微波辅助反应制备了十二种衍生自亲脂胺的铜 (II) 席夫碱配合物。所有配合物均已获得元素纯，异戊基衍生物的 X 射线衍射证实了这些化合物的结构。所有复合物都显示出对结核分枝杆菌的有希望的抗分枝杆菌活性，其中活性似乎随着脂肪链长度的增加而增加。

  DOI：

  10.1139/cjc-2013-0274
• 作为产物：
  描述：

  水杨醛 以 二氯甲烷 为溶剂， 生成 2-(3-methylbutyliminomethyl)phenol
  参考文献：
  名称：

  Merging Constitutional and Motional Covalent Dynamics in Reversible Imine Formation and Exchange Processes

  摘要：

  The formation and exchange processes of imines of benzaldehyde have been studied, showing that the former has features of for dynamic covalent chemistry, displaying high efficiency and fast rates. The monoimines formed with aliphatic a,alpha,omega-diamines display an internal exchange process of self-transimination type, inducing a local motion of either "stepping-in-place" or "single-step" type by bond interchange, whose rate decreases rapidly with the distance of the terminal amino groups. Control of the speed of the process over a wide range may be achieved by substituents, solvent composition, and temperature. These monoimines also undergo intermolecular exchange, thus merging motional and constitutional covalent behavior within the same molecule. With polyamines, the monoimines formed execute internal motions that have been characterized by extensive one-dimensional, two-dimensional, and EXSY proton NMR studies. In particular, with linear polyamines, nondirectional displacement occurs by shifting of the aldehyde residue along the polyamine chain serving as molecular track. lmines thus behave as simple prototypes of systems displaying relative motions of molecular moieties, a subject of high current interest in the investigation of synthetic and biological molecular motors. The motional processes described are of dynamic covalent nature and take place without change in molecular constitution. They thus represent a category of dynamic covalent motions, resulting from reversible covalent bond formation and dissociation. They extend dynamic covalent chemistry into the area of molecular motions. A major further step will be to achieve control of directionality. The results reported here for imines open wide perspectives, together with other chemical groups, for the implementation of such features in multifunctional molecules toward the design of molecular devices presenting a complex combination of motional and constitutional dynamic behaviors.

  DOI：

  10.1021/ja302793c

文献信息

• Competition-driven selection in covalent dynamic networks and implementation in organic reactional selectivity
  作者：P. Kovaříček、A. C. Meister、K. Flídrová、R. Cabot、K. Kovaříčková、J.-M. Lehn

  DOI：10.1039/c5sc04924e

  日期：——

  Competition among reagents in dynamic combinatorial libraries of increased complexity leads to reactional self-sorting. This fundamental principle allowed development of selective dynamic protecting groups for controlled sequential derivatization of polyamines.

  复杂性增加的动态组合库中试剂之间的竞争导致反应性自分类。这一基本原理允许开发用于多胺的受控顺序衍生的选择性动态保护基团。
• Synthesis, characterization and anticancer properties of (salicylaldiminato)platinum(II) complexes
  作者：Alyssa E. Patterson、Jessica J. Miller、Brittany A. Miles、Erin L. Stewart、Josée-Marie E.J. Melanson、Christopher M. Vogels、Amanda M. Cockshutt、Andreas Decken、Pier Morin、Stephen A. Westcott

  DOI：10.1016/j.ica.2014.02.028

  日期：2014.5

  Twelve new (salicylaldiminato) platinum(II) complexes have been prepared, characterized and examined for their in vitro cytotoxic properties against three human glioma cell lines LN18, LN405 and Hs683. Initial biotesting was done on platinum complexes 1-6, which display a wide range of physicochemical properties. Whereas introduction of aromatic rings in the complexes did not seem to have a significant impact on bioactivities, the length of the aliphatic group positively correlated with cytotoxicity in all cell lines. Complexes 2 and 3 were found to be particularly potent against LN18 cells as demonstrated by stronger cell growth inhibition when compared to cisplatin. These initial findings led us to develop an additional series of mono (salicylaldiminato) platinum(II) complexes 7-12, which were subjected to additional cytotoxicity studies but were less cytotoxic compared to the bis Schiff base complexes. These organometallic compounds could serve as interesting starting points for the development of novel therapeutic strategies to treat brain tumors. (C) 2014 Elsevier B.V. All rights reserved.
• Synthesis, crystallographic, and theoretical investigation of <i>fac</i>-[Re^I(salen)(CO)₃(S)] complexes, salen = monocharged bidentate Schiff-base and S = pyridine, CH₃OH
  作者：Alice Brink、Hendrik G. Visser、Andreas Roodt

  DOI：10.1080/00958972.2010.538050

  日期：2011.1.10

  Two rhenium(I) complexes of the form fac-[Re(L-L')(CO)3(S)] were synthesized (L-L' = N-O salen-type bidentate ligand, S = coordinating methanol or pyridine) and the crystal structures of fac-[tricarbonylmethanol-(2-(3-methylbutyliminomethyl)phenolato)rhenium(I)] and fac-[tricarbonyl-(2-(3-methylbutyliminomethyl)phenolato)pyridinerhenium(I)] are reported. The influence of the coordinating neutral monodentate ligand in these fac-[tricarbonyl(N,O-salen)rhenium(I)] complexes was investigated both in solid state and at theoretical level using X-ray diffraction, IR, NMR, and DFT calculations.
• Merging Constitutional and Motional Covalent Dynamics in Reversible Imine Formation and Exchange Processes
  作者：Petr Kovaříček、Jean-Marie Lehn

  DOI：10.1021/ja302793c

  日期：2012.6.6

  The formation and exchange processes of imines of benzaldehyde have been studied, showing that the former has features of for dynamic covalent chemistry, displaying high efficiency and fast rates. The monoimines formed with aliphatic a,alpha,omega-diamines display an internal exchange process of self-transimination type, inducing a local motion of either "stepping-in-place" or "single-step" type by bond interchange, whose rate decreases rapidly with the distance of the terminal amino groups. Control of the speed of the process over a wide range may be achieved by substituents, solvent composition, and temperature. These monoimines also undergo intermolecular exchange, thus merging motional and constitutional covalent behavior within the same molecule. With polyamines, the monoimines formed execute internal motions that have been characterized by extensive one-dimensional, two-dimensional, and EXSY proton NMR studies. In particular, with linear polyamines, nondirectional displacement occurs by shifting of the aldehyde residue along the polyamine chain serving as molecular track. lmines thus behave as simple prototypes of systems displaying relative motions of molecular moieties, a subject of high current interest in the investigation of synthetic and biological molecular motors. The motional processes described are of dynamic covalent nature and take place without change in molecular constitution. They thus represent a category of dynamic covalent motions, resulting from reversible covalent bond formation and dissociation. They extend dynamic covalent chemistry into the area of molecular motions. A major further step will be to achieve control of directionality. The results reported here for imines open wide perspectives, together with other chemical groups, for the implementation of such features in multifunctional molecules toward the design of molecular devices presenting a complex combination of motional and constitutional dynamic behaviors.
• Anti-mycobacterial activities of copper(II) salicylaldimine complexes derived from long-chain aliphatic amines
  作者：Alyssa E. Patterson、Eric G. Bowes、Allyson Bos、Taryn O’Neill、Haoxin Li、Andrew Flewelling、Christopher M. Vogels、Andreas Decken、Christopher A. Gray、Stephen A. Westcott

  DOI：10.1139/cjc-2013-0274

  日期：2013.11

  Twelve copper(II) Schiff base complexes derived from lipophilic amines have been prepared using either salicylaldehyde or ortho-vanillin via a microwave-assisted reaction. All complexes have been obtained elementally pure and an X-ray diffraction of an isopentyl derivative has confirmed the structure of these compounds. All complexes showed a promising degree of anti-mycobacterial activity against

  已经使用水杨醛或邻香兰素通过微波辅助反应制备了十二种衍生自亲脂胺的铜 (II) 席夫碱配合物。所有配合物均已获得元素纯，异戊基衍生物的 X 射线衍射证实了这些化合物的结构。所有复合物都显示出对结核分枝杆菌的有希望的抗分枝杆菌活性，其中活性似乎随着脂肪链长度的增加而增加。