1,2-bis(2,2’-bipyridyl-6-yl)ethane

• 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: 1,2-bis(2,2’-bipyridyl-6-yl)ethane
• 英文别名: 1,2-bis(2,2'-bipyridine-6-yl)ethane；1,2-bis(2,2'-bipyridin-6-yl)ethane；1,2-bis(2,2'-bipyridyl-6-yl)ethane；1,2-Di([2,2'-bipyridin]-6-yl)ethane；2-pyridin-2-yl-6-[2-(6-pyridin-2-ylpyridin-2-yl)ethyl]pyridine
• 化学式: C₂₂H₁₈N₄
• 分子量: 338.412
• InChiKey: XNZMFEUNKMQQIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Iron(III) nitrate nonahydrate 、 1,2-bis(2,2’-bipyridyl-6-yl)ethane 以 甲醇 为溶剂， 以77%的产率得到[Fe2O(NO3)4(1,2-bis(2,2'-bipyridyl-6-yl)ethane)]
  参考文献：
  名称：

  具有双（联吡啶）配体的双核和六核羧酸铁（III）簇：[Fe 2 O 2 ]单元的超分子聚集，得到[Fe 6 O 6 ]梯形结构

  摘要：

  双联吡啶的用途 配体 L（1,2-双（2,2'-联吡啶基-6-基）乙烷）在铁（III）化学中产生了各种新的双核和六核铁配合物，后者包含梯形的超分子结构。用两当量的HBF 4处理L会产生[H 2 L] [BF 4 ] 2 1，双质子化配体。MeCN中的FeX 3 / NaO 2 CR / L（2∶41：1）反应体系得到[Fe 2 OX 2（O 2 CR）2 L]（X = Cl，R = Ph 2 ; X = Br，R = Ph 3； X = Cl，R = Me 4）。相同的FeCl 3 / NaO 2 CPh / L（2∶4∶1）反应系统，但在1∶1 MeCN-水溶液中，生成绿色的[Fe 2 OCl 2（O 2 CPh）L（H 2 O）2 ] Cl 5，在水溶液中生成褐色[Fe 6 O 6（O 2 CPh）3L 3（H 2 O）2 ] Cl 3 6。处理甲醇的1∶2 MeOH-丙酮溶液硝酸盐过量的NaNO

  DOI：

  10.1039/b004925p
• 作为产物：
  描述：

  6-溴-2,2'-联吡啶 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 硼酸三甲酯 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 mineral oil 为溶剂， 20.0~90.0 ℃ 、965.29 kPa 条件下， 反应 42.0h， 生成 1,2-bis(2,2’-bipyridyl-6-yl)ethane
  参考文献：
  名称：

  [FeII（1,2-双（2,2'-联吡啶基-6-基）乙烷（H2O）2] 2+）催化的H2O2氢原子转移氧化：（μ-羟基）（μ- 1,2-过氧）二铁（III）中间体

  摘要：

  铁（II），三氟甲磺酸配合物（1的1,2-双（2,2'-联吡啶-6-基）乙烷，与由乙烷桥连接的两个联吡啶结构部分），制备。将30％H 2 O 2水溶液添加到1的乙腈溶液中，得到2，一种绿色化合物，λmax = 710 nm。Moessbauer在2上的测量结果显示出一个双峰，其异构体位移（δ）为0.35 mm / s，四极分裂（ΔE Q）为0.86 mm / s，表明存在反铁磁耦合的二铁配合物。共振拉曼光谱显示出在883、556和451 cm -1处的峰，当到达时，该峰向下移动到832、540和441 cm -1。1用H 2 18 O 2处理。所有光谱数据都支持（μ-羟基）（μ-1，-过氧）二铁（III）配合物的初步形成，该配合物会氧化碳氢键。在0°C 2与环己烯反应生成烯丙基氧化产物，但不生成环氧化物。烷基芳烃的弱苄基CH键也被氧化。二阶速率常数对数与裂解的CH键的键解离能的对数图显示了极好的线性相关性。观察到探针底物2

  DOI：

  10.1002/ijch.201700059

文献信息

• Comparison of Physical and Photophysical Properties of Monometallic and Bimetallic Ruthenium(II) Complexes Containing Structurally Altered Diimine Ligands
  作者：Ariel Macatangay、Greg Y. Zheng、D. Paul Rillema、Donald C. Jackman、Jon W. Merkert

  DOI：10.1021/ic9513447

  日期：1996.1.1

  monometallic, [Ru(bpy)(2)(dmb)](2+), [Ru(bpy)(2)(BPY)](2+), [Ru(bpy)(Obpy)](2+) and [Ru(bpy)(2)(Obpy)](2+), and bimetallic, [Ru(bpy)(2)}(2)(BPY)](4+) and [Ru(bpy)(2)}(2)(Obpy)](4+), complexes are examined, where bpy is 2,2'-bipyridine, dmb is 4,4'-dimethyl-2,2'-bipyridine, BPY is 1,2-bis(4-methyl-2,2'-bipyridin-4'-yl)ethane, and Obpy is 1,2-bis(2,2'-bipyridin-6-yl)ethane. The complexes display metal-to-ligand

  一系列单金属[Ru（bpy）（2）（dmb）]（2 +），[Ru（bpy）（2）（BPY）]（2 +），[Ru（bpy）的物理和光物理性质（Obpy）]（2+）和[Ru（bpy）（2）（Obpy）]（2+），以及双金属的[Ru（bpy）（2）}（2）（BPY）]（4+）和[Ru（bpy）（2）}（2）（Obpy）]（4+），检查了复合物，其中bpy是2,2'-联吡啶，dmb是4,4'-二甲基-2,2' -联吡啶，BPY是1,2-双（4-甲基-2,2'-联吡啶-4'-基）乙烷，Obpy是1,2-双（2,2'-联吡啶-6-基）乙烷。络合物在450 nm区域显示金属到配体的电荷转移跃迁，能量大于300 nm时出现配体pi-> pi跃迁，钌（II）中心在1.25-1.40 V vs SSCE区域可逆氧化，与每个配位配体相关的一系列三个还原过程始于-1.3 V，终止于大约-1.9 V，以及从（3
• A new structural type in iron carboxylate cluster chemistry via use of bis-bipyridine ligands: [Fe6O4Cl4(O2CPh)4L2][FeCl4]2
  作者：Craig M. Grant、John C. Huffman、George Christou、Michael J. Knapp、John C. Huffman、David N. Hendrickson

  DOI：10.1039/a803760d

  日期：——

  The reaction between FeCl3, NaO2CPh and L [L = 1,2-bis(2,2′-bipyridyl-6-yl)ethane] in MeCN gives the title complex 1 whose cation contains an unusual [Fe6(µ3-O)4]10+ core, whereas in MeOH the dinuclear complex [Fe2(OMe)2Cl2(O2CPh)L][FeCl4] 2 is obtained; magnetic studies indicate that the cations of 1 and 2 both have S = 0 ground states, consistent with the expected antiferromagnetic exchange interactions.

  在 MeCN 中，FeCl3、NaO2CPh 和 L [L = 1,2-双(2,2′-联吡啶-6-基)乙烷] 反应生成了标题复合物 1，其阳离子包含一个不寻常的 [Fe6(µ3-O)4]10+ 核心，而在 MeOH 中则生成了双核复合物 [Fe2(OMe)2Cl2(O2CPh)L][FeCl4] 2；磁性研究表明，1 和 2 的阳离子都具有 S = 0 基态，与预期的反铁磁交换相互作用相一致。
• Iron(II) Complexes Supported by a Tetradentate Ligand Providing a Strained Equatorial Coordination Environment: Geometric and Electronic-Structural Implications
  作者：Sven Olaf Schmidt、Sandra Kisslinger、Christian Würtele、Sylvestre Bonnet、Siegfried Schindler、Felix Tuczek

  DOI：10.1002/zaac.201300425

  日期：2013.12

  for SCO compounds with tetradentate equatorial ligands suitable to surface attachment we decided to synthesize iron(II) complexes with the ligand o-bpy [o-bpy = 1,2-bis(2,2′-bipyridyl-6-yl)ethane]. For coordination in axial position three different ligands with increasing ligand field strength were considered: isothiocyanate, pyridine, and imidazole. The new iron(II) complexes [Fe(o-bpy)(NCS)2], [F

  寻找具有适合表面附着的四齿赤道配体的 SCO 化合物，我们决定用配体 o-bpy [o-bpy = 1,2-bis(2,2'-bipyridyl-6-yl)ethane 合成铁 (II) 配合物]。对于轴向位置的配位，考虑了三种不同的配体随着配体场强的增加：异硫氰酸酯、吡啶和咪唑。新的铁 (II) 配合物 [Fe(o-bpy)(NCS)2]、[Fe(o-bpy)(py)2](BPh4)2 和 [Fe(o-bpy)(im)2] (BPh4)2 在穆斯堡尔光谱、磁测量和 X 射线晶体学的帮助下进行了表征。Mossbauer 数据和磁化率测量表明，所有三种合成化合物都处于 300 到 2 K 之间的高自旋状态。为了解释这些发现，采用了 DFT 计算。
• Dinuclear and Hexanuclear Iron(III) Oxide Complexes with a Bis(bipyridine) Ligand:  A New [Fe₆(μ₃-O)₄]¹⁰⁺ Core
  作者：Craig M. Grant、Michael J. Knapp、William E. Streib、John C. Huffman、David N. Hendrickson、George Christou

  DOI：10.1021/ic980686k

  日期：1998.11.1

  The use of the bis(bipyridine) ligand L (1,2-bis(2,2'-bipyridyl-6-yl)ethane) has yielded new dinuclear and hexanuclear complexes. The FeCl3/NaO2CPh/L (4:4:1) reaction system in MeCN gives red-brown [Fe6O4Cl4(O2CPh)(4)L-2][FeCl4](2) (1). The same reaction system in a 3:3:1 ratio in MeOH gives orange [Fe-2(OMe)(2)Cl-2(O2CPh)L][FeCl4] (2). Complex 1.2MeCN: monoclinic, P2(1)/a, a = 15.317(2) Angstrom, b = 18.303(3) Angstrom, c = 16.168(3) Angstrom, beta = 108.91(1)degrees and Z = 2. Complex 2: triclinic, , a = 14.099(6) Angstrom, b = 18.510(7) Angstrom, c = 7.108(3) Angstrom, alpha = 96.77(2)degrees, beta = 99.45(2)degrees, gamma = 81.16(2)degrees, and Z = 2. Tne cation of 1 consists of a near-planar [Fe-6(mu(3)-O)(4)](10+) core that can be described-as three edge-fused [Fe2O2] rhombs to which are attached two additional Fe atoms. The cation of 2 contains a [Fe-2(mu-OMe)(2)(mu-O2CPh)](3+) core. In both cations, the L group acts as a bridging ligand across an Fe-2 unit, with the bpy rings essentially parallel. Variable-temperature solid-state magnetic-susceptibility studies of 1 and 2 in the 2.00-300 K range reveal that for both complexes the data are consistent with an S = 0 cation and S = 5/2 [FeCl4](-) anions. These conclusions were confirmed by magnetization vs field studies in the 2.00-4.00 K and 10.0-50.0 kG ranges. Fitting of the-data for 2 to the appropriate theoretical equation for an equimolar composition of Fe-2 cations and [FeCl4](-) anions allowed the exchange interaction in the cation to be determined as J = -10.5 cm(-1) (H = -2JS(1)S(2)) with g held at 2.00. The obtained J value is consistent: with that predicted by a previously published magnetostructural relationship.
• Tetranuclear Manganese Complexes with Dimer-of-Dimer and Ladder Structures from the Use of a Bis-Bipyridyl Ligand
  作者：E. Carolina Sañudo、Vincent A. Grillo、Michael J. Knapp、John C. Bollinger、John C. Huffman、David N. Hendrickson、George Christou

  DOI：10.1021/ic011262k

  日期：2002.5.1

  The reaction of the bis-chelating ligand 1,2-bis(2,2'-bipyridine-6-yl)ethane (L) with the trinuclear species of formula [Mn3O(O2CR)(6)(PY)(3)](ClO4) (R = Me (1); R = Et (2); R = Ph (3)) has afforded the new tetranuclear mixed-valent complexes [Mn4O2(O2CR)(4)L-2](ClO4)(2) (R = Me (4); R = Et (5); R = Ph (6)) and [Mn4O2(OMe)(3)(O2CR)(2)L-2(MeOH)]-(ClO4)(2) (R = Me (7); R = Et (8); R = Ph (9)). Complexes 4-6 were obtained in yields of 20%, 44%, and 37%, respectively. They are mixed-valent, with an average Mn oxidation state of +2.5, Complexes 7-9 were obtained in yields of 57%, 65%, and 70%, respectively, They are also mixed-valent, but with an average Mn oxidation state of +2.75. Complexes w4.2THF and 9.3MeOH.H2O Crystallize in the triclinic space group P (1) over bar and contain [Mn-4(mu(3)-O)(2)](6+) and [Mn-4(mu(3)-O)(2)(mu-OMe)(2)](5+) cores, respectively, the latter being a new structural type in the family of Mn4 complexes. Reactivity studies of 4-9 have shown that 4-6 can be converted into 7-9, respectively, and vice versa, The magnetic properties of 5 and 9 have been studied by do and ac magnetic susceptibility techniques. Complex 5 displays antiferromagnetic coupling between its Mn ions resulting in a spin ground state of S = 0. Complex 9 also displays antiferromagnetic coupling, but the resulting ground state is S 7/2, as confirmed by fitting magnetization versus field data collected for 9 at low temperatures, which gave S 7/2, D = -0.77 cm(-1), and g = 1.79. Complex 9 exhibits a frequency-dependent out-of-phase ac susceptibility peak, indicative of the slow magnetization relaxation that is diagnostic of single-molecule magnetism behavior.