2,2'-biimidazoline | 934-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 2,2'-biimidazoline
• 英文别名: Bis-<Δ²-imidazolinyl-(2)>；2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dihydro-1H-imidazole
• CAS: 934-03-2
• 化学式: C₆H₁₀N₄
• mdl: MFCD05739221
• 分子量: 138.172
• InChiKey: PHBBIAUCDNIHPS-UHFFFAOYSA-N

物化性质

• 熔点：
  289-291 °C
• 沸点：
  247.2±23.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2'-biimidazoline 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C1, 194, page 443 - 444

  摘要：

  DOI：
• 作为产物：
  描述：

  氰 、 乙二胺 生成 2,2'-biimidazoline
  参考文献：
  名称：

  Reaction of Cyanogen with Organic Compounds. X. Aliphatic and Aromatic Diamines¹

  摘要：

  DOI：

  10.1021/jo01359a010

文献信息

• Semi-Empirical Computation on Mechanism of Imidazolines and Benzimidazoles Synthesis and Their QSAR Studies
  作者：Swapnali Hazarika、Dilip Konwar、Manas Jyoti Bora

  DOI：10.14233/ajchem.2014.16320

  日期：——

  A green, mild and anaerobic synthesis of imidazolines and benzimidazoles from aldehydes and diamines using I2/KI/K2CO3/H2O system has been investigated by semi-empirical methods. The observed efficient direction of the above synthesis has been modeled from a comparison of the energies of four possible transition states arising from mono and di additions of iodines in the configured molecules. In the reaction I1 B is the most favorable transition state [TS] which is shown to be 20 Kcal/mol by PM3 analyses. The resulting trends of relative transition states energies are in excellent agreement with the experimental observations. Also, the bond order, bond length, heat of formation is in good agreement to the formation of product B. In order to establish the suitable mechanism of the reaction a quantitative structure activity relationship analysis has been made using hydrophobicity as the molecular descriptor. In this analysis the values of refractivity, polarizability, hydration energy, electron affinity, ionization potential and dipole moment of the compounds have been correlated with their hydrophobicity which has been taken as the molecular property.

  通过半经验方法研究了在I2/KI/K2CO3/H2O体系下，使用醛和二胺进行绿色、温和且厌氧的咪唑啉和苯并咪唑合成。通过比较四种可能的过渡状态的能量——源自配置分子中单加和双加碘——来模拟上述合成的高效方向。在反应I1中，B是最佳过渡态[TS]，PM3分析显示其能量为20千卡/摩尔。相对过渡态能量的趋势与实验观察结果非常吻合。此外，键级、键长和生成热都与产物B的生成一致。为了确定反应的适宜机理，使用疏水性作为分子描述符进行了定量结构活性关系分析。在此分析中，化合物折射率、极化率、水合能、电子亲和力、电离势和偶极矩的值与其疏水性相关联，作为分子属性。
• An efficient and one-pot synthesis of imidazolines and benzimidazoles via anaerobic oxidation of carbon–nitrogen bonds in water
  作者：Pranjal Gogoi、Dilip Konwar

  DOI：10.1016/j.tetlet.2005.10.134

  日期：2006.1

  The system, I2/KI/K2CO3/H2O, oxidizes carbon–nitrogen bonds for the synthesis of imidazolines and benzimidazoles from aldehydes and diamines under anaerobic conditions in water at 90 °C with excellent yields. The process is green, mild and inexpensive.

  I 2 / KI / K 2 CO 3 / H 2 O系统在90°C的水中厌氧条件下，通过醛和二胺氧化碳-氮键，以从醛和二胺合成咪唑啉和苯并咪唑，并具有出色的收率。该过程绿色，温和且便宜。
• Dehydrogenation of Formic Acid Catalyzed by a Ruthenium Complex with an <i>N,N</i>′-Diimine Ligand
  作者：Chao Guan、Dan-Dan Zhang、Yupeng Pan、Masayuki Iguchi、Manjaly J. Ajitha、Jinsong Hu、Huaifeng Li、Changguang Yao、Mei-Hui Huang、Shixiong Min、Junrong Zheng、Yuichiro Himeda、Hajime Kawanami、Kuo-Wei Huang

  DOI：10.1021/acs.inorgchem.6b02334

  日期：2017.1.3

  We report a ruthenium complex containing an N,N′-diimine ligand for the selective decomposition of formic acid to H2 and CO2 in water in the absence of any organic additives. A turnover frequency of 12 000 h–1 and a turnover number of 350 000 at 90 °C were achieved in the HCOOH/HCOONa aqueous solution. Efficient production of high-pressure H2 and CO2 (24.0 MPa (3480 psi)) was achieved through the decomposition

  我们报告了一种含有N，N'-二亚胺配体的钌络合物，用于在不存在任何有机添加剂的情况下，将甲酸选择性分解为H 2和CO 2。在HCOOH / HCOONa水溶液中，在20°C时的周转频率为12 000 h –1，周转次数为350000。通过甲酸的分解而不产生一氧化碳，可以高效生产高压H 2和CO 2（24.0 MPa（3480 psi））。通过NMR和DFT计算进行的机理研究表明，对于H 2和CO 2，可能存在两种竞争途径。催化过程中关键的氢化物转移速率确定步骤。
• [EN] HYDROGEN GENERATION FROM FORMIC ACID CATALYZED BY A METAL COMPLEX UNDER AMINE-FREE AND AQUEOUS CONDITIONS<br/>[FR] PRODUCTION D'HYDROGÈNE À PARTIR D'ACIDE FORMIQUE CATALYSÉE PAR UN COMPLEXE MÉTALLIQUE DANS DES CONDITIONS AQUEUSES EXEMPTES D'AMINES
  申请人：UNIV KING ABDULLAH SCI & TECH

  公开号：WO2018002850A1

  公开（公告）日：2018-01-04

  The present invention provides a class of catalyst compounds that can safely and effectively release hydrogen gas from a chemical substrate without producing either noxious byproducts or byproducts that will deactivate the catalyst. The present invention provides catalysts used to produce hydrogen that has a satisfactory and sufficient lifespan (measured by turnover number (TON)), that has stability in the presence of moisture, air, acid, or impurities, promote a rapid reaction rate, and remain stable under the reaction conditions required for an effective hydrogen production system. Described herein are compounds for use as catalysts, as well as methods for producing hydrogen from formic acid and/or a formate using the disclosed catalysts. The methods include contacting formic acid and/or a formate with a catalyst as described herein, as well as methods of producing formic acid and/or a formate using the disclosed catalyst and methods for generating electricity using the catalysts described herein.

  本发明提供了一类催化剂化合物，可以安全有效地从化学底物中释放氢气，而不产生有毒副产品或会使催化剂失活的副产品。本发明提供了用于产生具有令人满意和足够寿命（通过周转数（TON）测量）的氢气的催化剂，该氢气在湿气、空气、酸或杂质存在下具有稳定性，促进快速反应速率，并在所需用于有效氢气生产系统的反应条件下保持稳定。本文描述了用作催化剂的化合物，以及使用所述催化剂从甲酸和/或甲酸盐产生氢气的方法。这些方法包括将甲酸和/或甲酸盐与本文所述的催化剂接触，以及使用所述催化剂制备甲酸和/或甲酸盐的方法，以及利用本文所述的催化剂发电的方法。
• 金属络合物催化剂和催化还原羧酸的方法
  申请人：中国科学院大连化学物理研究所

  公开号：CN111217860B

  公开（公告）日：2021-03-30

  一种金属络合物催化剂，其特征在于，所述金属络合物催化剂中含有化学式中包括如式I所示结构单元的金属络合物中的至少一种。该金属络合物催化剂中心金属为铱，由五甲基环戊二烯基、联四氢嘧啶类配体和合适的配阴离子组成；该金属络合物催化剂对羧酸还原反应具有活性，在氢气存在下，羧酸类化合物被还原成醇类化合物。该方法反应条件温和，可以在室温下进行，催化性能好，还原产物收率高。