5,5'-bis-(dimesitylboranyl)-2,2'-bipyridine | 944393-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5,5'-bis-(dimesitylboranyl)-2,2'-bipyridine
• 英文别名: 5,5′-bis(dimesitylboranyl)-2,2′-bipyridine；5,5'-bis(BMes2)-2,2'-bipy；B2bpy；5,5'-bis(B(mesityl)2)-2,2'-bipyridine；[6-[5-Bis(2,4,6-trimethylphenyl)boranylpyridin-2-yl]pyridin-3-yl]-bis(2,4,6-trimethylphenyl)borane；[6-[5-bis(2,4,6-trimethylphenyl)boranylpyridin-2-yl]pyridin-3-yl]-bis(2,4,6-trimethylphenyl)borane
• CAS: 944393-86-6
• 化学式: C₄₆H₅₀B₂N₂
• 分子量: 652.538
• InChiKey: RMIZFLWYNQOECD-UHFFFAOYSA-N

物化性质

• 沸点：
  728.9±60.0 °C(predicted)
• 密度：
  1.08±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.88
• 重原子数：
  50
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5'-bis-(dimesitylboranyl)-2,2'-bipyridine 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 生成 Pt(5,5'-bis(B(mesityl)2)-2,2'-bipyridine)Cl2F2(2-)
  参考文献：
  名称：

  2,2'-联吡啶支持的共轭三芳基硼基供体-受体系统：金属螯合对配体内电荷转移发射，电子接受能力和“接通”氟化物感测的影响

  摘要：

  要研究金属螯合对涉及三芳基硼基团，三个2,2'-联吡啶衍生物分子，5,5'-双（BMes 2）-2,2' -bipy（B2bpy），5的配体内电荷转移发射的影响已经合成了-（BMes 2）-5'-（NPh 2）-2,2' -bipy（BNbpy）和5,5'-bis（NPh 2）-2,2' -bipy（N2bpy），可以描述为仅供体，供体受体和仅受体系统。这些分子中的每一个都表现出独特的电化学和光物理性质，其中BNbpy和N2bpy是明亮的发射体，B2bpy是强电子受体。此外，BNbpy在与氟离子结合后显示出“开启”荧光响应，而B2bpy在显示出“关断”响应。这些分子很容易与PtPh螯合2或PtCl 2基团，生成方形平面络合物Pt（B2bpy）Ph 2（Pt-1），Pt（B2bpy）Cl 2（Pt-1a），Pt（BNbpy）Ph 2（Pt-2），Pt（BNbpy ）Cl 2（Pt-2a）和Pt（N2bpy）Ph

  DOI：

  10.1021/ic9000335
• 作为产物：
  描述：

  5,5'-二溴-2,2'-联吡啶 、 二(三甲苯基)氟化硼 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以58%的产率得到5,5'-bis-(dimesitylboranyl)-2,2'-bipyridine
  参考文献：
  名称：

  Enhancing Electron Accepting Ability of Triarylboron via π-Conjugation with 2,2‘-Bipy and Metal Chelation:  5,5‘-Bis(BMes₂)-2,2‘-bipy and Its Metal Complexes

  摘要：

  The synthesis of a new diboron compound, 5,5'-bis(BMes(2))-2,2'-bipy (B2bipy, 1), has been accomplished. The conjugation of the 2,2'-bipy unit with the two BMes(2) groups in 1 has been found to greatly enhance the electron-accepting ability of the boron centers, compared to the biphenyl analogue. 1 is an effective chelate ligand for metal ions and three metal complexes; namely, [Cu-I(B2bipy)(PPh3)(2)][BF4], 2, Pt-II(B2bipy)Ph-2, 3a, and Pt-II(B2bipy)Me-2, 3b, have been synthesized. The binding of metal ions to B2bipy was found to further significantly increase the electron-accepting ability/Lewis acidity of the boron centers. Cyclic voltammetry diagrams revealed that the free ligand and all three complexes display two reversible reduction peaks that are separated by 0.31-0.40 V. The first reduction potential (E-1/2) for 1, 2, 3a, and 3b was found to be -1.69, -1.36, -1.34, and -1.38 V, respectively, versus FeCp2+/0 in DMF, which supports that the electron-accepting ability of the metal complexes is much greater than that of BMes(C6F5)(2). The strong electron-accepting ability/Lewis acidity of the metal complexes and the free ligand was manifested by their ability to sequentially bind to 2 equiv of F- ions in non-alcoholic solvents with K-1 >= 10(8) and 10(9) M-1 for 1 and 3a, respectively, and to 1 equiv of F- ions in the presence of methanol/ethanol or water. The crystal structures of 1, its 2:1 fluoride adduct [NBu4](2)[1F(2)], and 3a were established by X-ray diffraction analyses. The 1:1 fluoride adduct of 2, [Cu-I(B2bipyF)(PPh3)(2)], 2F, isolated directly from the reaction of 2 with NBu4F in a 4:1 mixture of CH3OH and CH2Cl2 was characterized. All metal complexes are intensely colored and display a characteristic metal-to-ligand (B2bipy) charge transfer absorption band in the visible region, which was found to be highly sensitive toward binding by anions such as fluorides.

  DOI：

  10.1021/ja0725652

文献信息

• Tuning the Single-Molecule Magnetism of Dysprosium Complexes by a Redox-Noninnocent Diborane Ligand
  作者：Chao Chen、Zhao-Bo Hu、Huapeng Ruan、Yue Zhao、Yi-Quan Zhang、Gengwen Tan、You Song、Xinping Wang

  DOI：10.1021/acs.organomet.9b00819

  日期：2020.12.14

  The lanthanide complexes [Cp*2Ln][N,N′-bpyB] (1: Ln = Dy; 3: Ln = Gd; Cp* = pentamethylcyclopentadienyl) and [222-cryptand-K][(Cp*2Ln)(N,N′-bpyB)] (2: Ln = Dy; 4: Ln = Gd) bearing the redox-noninnocent diborane ligand 5,5′-bis(dimesitylboranyl)-2,2′-bipyridine (bpyB) have been synthesized through selective reduction of bpyB to the radical anion and diamagnetic dianion states with elemental potassium

  镧系元素配合物的[CP * 2 LN] [ Ñ，Ñ '-bpy乙]（1：LN =镝; 3：LN =钆;的CP * =五甲基环戊二烯）和[222-穴状配体-K] [（CP * 2 LN ）（ñ，ñ '-bpy乙）]（2：LN =镝; 4：LN = Gd）的轴承的氧化还原noninnocent乙硼烷配位体5,5'-双（dimesitylboranyl）-2,2'-联吡啶（BPY乙）是通过在[CP * 2 Ln] [BPh 4 ]存在下用元素钾将bpy B选择性还原为自由基阴离子和抗磁性双阴离子状态而合成的]， 分别。超导量子干涉仪（SQUID）的测量表明，1和3中的自由基阴离子和镧系元素离子表现出反铁磁相互作用。此外，在1 kOe磁场下，1（18.5（9）K）的磁弛豫有效能垒比2（77.2（5）K）的有效弛豫要小得多，这突出了基于主族元素的氧化还原-调节单分子磁性的非纯配体。
• Isolable Borane-Based Diradical and Triradical Fused by a Diamagnetic Transition Metal Ion
  作者：Lei Wang、Jing Li、Li Zhang、Yong Fang、Chao Chen、Yue Zhao、You Song、Liang Deng、Gengwen Tan、Xinping Wang、Philip P. Power

  DOI：10.1021/jacs.7b10141

  日期：2017.12.13

  2'-bipyridine) and its reduced species [(18-c-6)K(THF)2]·[Fe(bpyB)3] (2) were synthesized. Their solid state and electronic structures were investigated by single crystal X-ray crystallography, electron paramagnetic resonance and UV-vis spectroscopy, and SQUID measurements. In 1 two bpyB radical anions are fused by a diamagnetic FeII ion, whereas in 2 all three bpyB ligands are in the radical state. Complex 1

  复合物 Fe(bpyB)3 (1, bpyB = 5,5'-bis(dimesitylboranyl)-2,2'-bipyridine) 及其还原物质 [(18-c-6)K(THF)2]·[Fe( bpyB)3] (2) 被合成。通过单晶 X 射线晶体学、电子顺磁共振和紫外可见光谱以及 SQUID 测量研究了它们的固态和电子结构。在 1 中，两个 bpyB 自由基阴离子被抗磁性 FeII 离子融合，而在 2 中，所有三个 bpyB 配体都处于自由基状态。配合物 1 具有开壳单线态基态，单线态-三线态间隙为 0.18 kcal mol-1，配合物 2 具有开壳双线态基态，双线态间隙为 1.4 kcal mol-1，由 SQUID 测量确定. 1 和 2 中的未配对电子主要在硼原子和联吡啶部分上离域，在铁中心具有可忽略的自旋密度。