(R,R)-4,4'-dibromo-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenol | 178034-29-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R,R)-4,4'-dibromo-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenol
• 英文别名: (R,R)-N,N'-di(5-bromosalicylidene)-1,2-cyclohexyldiamine；(R,R)-[Br-Salcyen]；bis(5-bromosalicylidene)-(1R,2R)-cyclohexanediamine；H2(4-Br-salen)；(R,R)-4,4'-dibromo-2,2'-[cyclohexane-1,2-diylbis(nitrilomethanylylidene)]diphenol；4-bromo-2-[[(1R,2R)-2-[(5-bromo-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol
• CAS: 178034-29-2
• 化学式: C₂₀H₂₀Br₂N₂O₂
• 分子量: 480.199
• InChiKey: WHRZYJISFJPIKE-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R,R)-4,4'-dibromo-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenol 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (R,R)-N,N'-bis(5-bromosalicyl)cyclohexane-1,2-diamine
  参考文献：
  名称：

  钛-Salan 催化硫化物的不对称氧化和亚砜的动力学拆分，H2O2 作为氧化剂

  摘要：

  介绍了在钛-萨兰络合物的催化下，通过过氧化氢水溶液将硫化物不对称氧化为亚砜。通过串联的对映选择性氧化和动力学拆分程序，已获得具有良好至高对映选择性（高达 97% ee）的光学活性亚砜，该催化剂执行超过 500 次转换且对映选择性没有损失。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451 魏因海姆，德国，2008）

  DOI：

  10.1002/ejoc.200800277
• 作为产物：
  描述：

  5-溴水杨醛 、 (1R,2R)-1,2-diaminocyclohexane 以 乙醇 为溶剂， 反应 3.0h， 生成 (R,R)-4,4'-dibromo-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenol
  参考文献：
  名称：

  钛-Salan 催化硫化物的不对称氧化和亚砜的动力学拆分，H2O2 作为氧化剂

  摘要：

  介绍了在钛-萨兰络合物的催化下，通过过氧化氢水溶液将硫化物不对称氧化为亚砜。通过串联的对映选择性氧化和动力学拆分程序，已获得具有良好至高对映选择性（高达 97% ee）的光学活性亚砜，该催化剂执行超过 500 次转换且对映选择性没有损失。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451 魏因海姆，德国，2008）

  DOI：

  10.1002/ejoc.200800277

文献信息

• Synthesis and Characterization of Near-Infrared Emissive Chiral ­π-Conjugated Polymers Incorporating Perylenyl Moieties with Visible-Light Absorption
  作者：Junfeng Li、Wen-Yong Lai、Ying Chen、Chenglong Yang

  DOI：10.1055/s-0035-1560206

  日期：——

  novel set of multifunctional optically active π-conjugated polymers incorporating perylenyl moieties, were designed and synthesized. Chirality transfer and amplification from chiral unit to the main-chain backbone in dilute solution was achieved, which was closely related to the stereocenter in the pendant of a π-conjugated polymer. In addition, annealed films of these polymers exhibited near-infrared emission

  设计并合成了一组新型的多功能光学活性 π 共轭聚合物，结合了苝基部分。在稀溶液中实现了从手性单元到主链骨架的手性转移和放大，这与π共轭聚合物侧链的立体中心密切相关。此外，这些聚合物的退火薄膜通过直接吸收可见光而表现出近红外发射，这是由于引入了强荧光团苝基部分。这种设计策略为未来开发用于光子应用的具有近红外发射的新型光学活性材料开辟了新的前景。
• Enantioselective Intramolecular Cyclopropanation of <i>cis</i>-Alkenes by Chiral Ruthenium(II) Schiff Base Catalysts and Crystal Structures of (Schiff base)ruthenium Complexes Containing Carbene, PPh₃, and CO Ligands
  作者：Gong-Yong Li、Jing Zhang、Philip Wai Hong Chan、Zhen-Jiang Xu、Nianyong Zhu、Chi-Ming Che

  DOI：10.1021/om051009i

  日期：2006.3.1

  The enantioselective intramolecular cyclopropanation of cis-substituted allylic diazoacetates catalyzed by the chiral ruthenium Schiff base complexes [Ru(Schiff base)(PPh3)2] (1) is described. Among this class of complexes examined, [Ru(2-Br-salen)(PPh3)2] (1a) is the most effective, catalyzing intramolecular cyclopropanation of cis-allylic diazoacetates cis-(CRHCH)CH2OC(O)CHN2 (R = alkyl, aryl) in

  描述了由手性钌席夫碱配合物[Ru（席夫碱）（PPh 3）2 ]（1）催化的顺式取代的烯丙基重氮乙酸酯的对映选择性分子内环丙烷化。在所研究的这类络合物中，[Ru（2-Br-salen）（PPh 3）2 ]（1a）是最有效的催化顺式-烯丙基重氮乙酸酯的顺式-（CRH CH）CH 2 OC（O）分子内环丙烷化反应。CHN 2（R =烷基，芳基）在CHCl 3溶液中的生成[3.1.0]-双环内酯的收率和ee值分别高达71％和90％。的类似反应使用[Ru（席夫碱）（CO）]（2）作为催化剂的顺式-烯基重氮乙酸酯具有相当的对映选择性（最高91％ee），但产物收率较低，为20-38％。用N 2 C（p -YC 6 H 4）处理[Ru（2,4-X-salen）（PPh 3）2 ]（1d，X = Br; 1e，X = Cl; 1f，X = I ）2（Y = H，MeO）和N-甲基咪唑（MeIm）或吡啶（py）得到单碳烯络合物[Ru（2
• Synthesis, spectral characterization, structural studies, molecular docking and antimicrobial evaluation of new dioxidouranium(<scp>vi</scp>) complexes incorporating tetradentate N₂O₂Schiff base ligands
  作者：S. Yousef Ebrahimipour、Iran Sheikhshoaie、Jesús Castro、Michal Dušek、Zeinab Tohidiyan、Václav Eigner、Moj Khaleghi

  DOI：10.1039/c5ra17524k

  日期：——

  uranyl(VI) Schiff base complexes [UO2(L1)(DMSO)] (1), where L1 = N,N′-di(5-bromosalicylidene)-1,2-cyclohexyldiaminate ligand and [UO2(L2)(MeOH)] (2), where L2 = N,N′-di(5-bromosalicylidene)-o-phenylenediaminate ligand, were synthesized and characterized by elemental analysis, 1H NMR, FTIR, UV-vis, fluorescence spectroscopy and molar conductivity measurements. The structure of the H2L1 free ligand and both complexes

  两个新的铀基（VI）Schiff碱配合物[UO 2（L 1）（DMSO）]（1），其中L 1 = N，N'-二（5-溴水杨基）-1,2-环己基二氨基甲酸酯配体和[UO 2（L 2）（甲醇）]（2），其中L 2 = ñ，ñ ' -二（5-溴亚） - ø -phenylenediaminate配体，被合成和表征通过元素分析，1 H NMR，FTIR，紫外-可见，荧光光谱和摩尔电导率测量。H 2 L 1的结构还通过单晶X射线衍射测定游离配体以及复合物（1）和（2）。根据获得的结果，标题配合物具有扭曲的五边形双锥体几何形状，其中U（VI）中心周围的位置被去质子化的二元Schiff碱配体的ONNO供体占据（L 1表示1，L 2表示（2）） ，两个氧化基团和配位溶剂的氧。还针对革兰氏阳性菌金黄色葡萄球菌PTCC 1112，黄微球菌PTCC 1110，蜡状芽孢杆菌（Bacillus cereus）筛选了配体和复合物的抗菌活性PTCC
• Large stokes shift chiral polymers containing (R,R)-salen-based binuclear boron complex: Synthesis, characterization, and fluorescence properties
  作者：Xiao Ma、Jiemin Jiao、Jing Yang、Xiaobo Huang、Yixiang Cheng、Chengjian Zhu

  DOI：10.1016/j.polymer.2012.07.003

  日期：2012.8

  Two novel chiral fluorescence polymers P-1 and P-2 incorporating (R,R)-salen-based binuclear boron complex in the main chain backbone were synthesized by (R,R)-salen-based boron complex (M-1) with 9,9-dibutyl-2,7-diethynyl-9H-fluorene (M-2) and 1,4-dibutoxy-2,5-diethynylbenzene (M-3) via Pd-catalyzed Sonogashira coupling reaction, respectively. The chiral polymers were characterized by H-1 NMR, UV-vis spectroscopy, photoluminescence (PL), gel permeation chromatography (GPC), TGA, DSC, cyclic voltammetry (CV), and theoretical calculation using density-functional theory (DFT) method. P-1 and P-2 show anisotropic fluorescence property with emission spectral maxima at 474 nm and 514 nm, respectively. Both two chiral polymers can exhibit high fluorescence quantum yields (up to 44% and 52%) with large Stokes shifts over 90 nm. The DFT theoretical calculation of the polymer repeating units indicates that the optical band gaps of P-1 is higher than that of P-2, which was consistent with the CV determination results. (C) 2012 Elsevier Ltd. All rights reserved.
• Efficient and Diastereoselective Synthesis of bis-Quinazolinedione Derivatives via Low-Valent Titanium Reagent
  作者：Wei Lin、Daqing Shi、Yazhen Wang、Yongxiang Zheng

  DOI：10.3987/com-16-13586

  日期：——

  An efficient and simple method for the synthesis of chiral benzo [5,6] [1,3] oxazino [4,3-c] quinoxalinedione and octahydroquinoxalino[1,2-c:4,3-c'] diquinazolinedione derivatives using 2-hydroxybenzaldehydes (or 2-nitrobenzaldehydes) and chiral cyclohexane-1,2-diamine as the starting materials promoted by low-valent titanium reagent has been described. The structures of all synthesized products were identified by their IR, H-1 NMR, C-13 NMR and HRMS analysis, and the structure of compound 8b was confirmed by X-ray diffraction analysis.