diphenylbismuth(III) chloride | 5153-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diphenylbismuth(III) chloride
• 英文别名: diphenylbismuth chloride；chlorodiphenylbismuthane；Diphenylbismut-chlorid；Diphenylbismuthanylium;chloride；diphenylbismuthanylium;chloride
• CAS: 5153-28-6
• 化学式: C₁₂H₁₀BiCl
• 分子量: 398.645
• InChiKey: SSSNMSMAYWNPOF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  diphenylbismuth(III) chloride 在 HgCl₂ 作用下， 以 乙醇 为溶剂， 生成 bismuth(III) oxide chloride
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: SVol., 171, page 689 - 691

  摘要：

  DOI：
• 作为产物：
  描述：

  Pentyldiphenylbismutan 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 diphenylbismuth(III) chloride
  参考文献：
  名称：

  Kauffmann, Thomas; Steinseifer, Fritz, Chemische Berichte, 1985, vol. 118, # 3, p. 1031 - 1038

  摘要：

  DOI：

文献信息

• Synthesis and Reactivity of Organosamarium Diarylpnictide Complexes:  Cleavage Reactions of Group 15 E−E and E−C Bonds by Samarium(II)
  作者：William J. Evans、John T. Leman、Joseph W. Ziller、Saeed I. Khan

  DOI：10.1021/ic951627z

  日期：1996.1.1

  (C(5)Me(5))(2)Sm (2 equiv) reacts with Ph(2)EEPh(2) to give (C(5)Me(5))(2)SmEPh(2) (E: P, 1; As, 2), while (C(5)Me(5))(2)Sm(THF)(2) (2 equiv) reacts with Ph(2)EEPh(2) to give (C(5)Me(5))(2)Sm(EPh(2))(THF) (E: P, 3; As, 4). 3 and 4 are also available from the reactions of 1 and 2 with THF. 3 and 4 undergo further reaction to produce the THF ring-opened products (C(5)Me(5))(2)Sm[O(CH2)(4)EPh(2)](THF) (E: P, 5; As, 6). (C(5)Me(5))(2)Sm (4 equiv) reacts with Ph(2)EEPh(2) to give the mixed-valent (C(5)Me(5))(2)Sm(mu-EPh(2))Sm(C(5)Me(5))(2) (E: P, 7; As, 8). These compounds are also available from the reaction of 1 and 2 with (C(5)Me(5))(2)Sm. The X-ray crystal structure of 2, crystallized from hexanes (P2(1)/n; a 26.188(24) Angstrom, b = 9.911(10) Angstrom, c = 23.280(23) Angstrom, beta = 97.150(12)degrees V = 5995(2) Angstrom(3), D-calcd = 1.488 Mg/m(3); Z = 8; T = 156 K), revealed, in addition to a conventional seven-coordinate bent metallocene geometry with 2.698 Angstrom Sm-C(C(5)Me(5)) and 2.970 Angstrom Sm-As average distances, two very different Sm-As-C(Ph) angles, 74.2 and 118.7 degrees 0. As a result, one phenyl group is closer to the metal (2.901 Angstrom minimum Sm-C distance). 4, crystallized from toluene (P2(1)/n; a 10.713(9) Angstrom, b = 14.143(11) Angstrom, c 21.620(16) Angstrom, beta = 101.08(6)degrees, V = 3215(4) Angstrom(3), D-calcd = 1.492 Mg/m(3); Z = 4; T = 163 K), and 6, crystallized from-hexanes (P2(1)/n; a 9.3958(16) Angstrom, b = 22.245(3) Angstrom, c 17.931(3) Angstrom, beta = 96.497(11)degrees, V = 3724(1) Angstrom(3), D-calcd = 1.416 Mg/m(3); Z = 4; T = 163 K), have conventional eight-coordinate, bent metallocene structures.

  (C(5)Me(5))(2)Sm (2 equiv)与Ph(2)EEPh(2)(E: P, 1; As, 2)反应生成(C(5)Me(5))(2)SmEPh(2)，而(C(5)Me(5))(2)Sm(THF)(2) (2 equiv)与Ph(2)EEPh(2)反应生成(C(5)Me(5))(2)Sm(EPh(2))(THF) (E: P, 3; As, 4)。3和4也可通过1和2与THF反应获得。3和4进一步反应生成THF环打开的产物(C(5)Me(5))(2)Sm[O(CH2)(4)EPh(2)](THF)(E: P, 5; As, 6)。4当量的(C(5)Me(5))(2)Sm与Ph(2)EEPh(2)反应生成混合价态的(C(5)Me(5))(2)Sm(mu-EPh(2))Sm(C(5)Me(5))(2)(E: P, 7; As, 8)。这些化合物也可通过1和2与(C(5)Me(5))(2)Sm反应获得。 化合物2的X射线晶体结构（从己烷中析出，空间群P2(1)/n；a = 26.188(24)Å，b = 9.911(10)Å，c = 23.280(23)Å，β = 97.150(12)°，V = 5995(2)ų，D-calcd = 1.488 Mg/m³；Z = 8；T = 156 K）显示，在传统的七配位弯曲夹心结构之外，还具有Sm-C(C(5)Me(5))的2.698Å平均距离和Sm-As的2.970Å平均距离。此外，两个非常不同的Sm-As-C(Ph)键角（74.2和118.7°）表明，一个苯基更接近金属中心（Sm-C的最小距离为2.901Å）。化合物4（从甲苯中析出）和6（从己烷中析出）具有传统的八配位弯曲夹心结构。
• Phosphorus–Bismuth <i>Peri</i>-Substituted Acenaphthenes: A Synthetic, Structural, and Computational Study
  作者：Phillip S. Nejman、Thomasine E. Curzon、Michael Bühl、David McKay、J. Derek Woollins、Sharon E. Ashbrook、David B. Cordes、Alexandra M. Z. Slawin、Petr Kilian

  DOI：10.1021/acs.inorgchem.0c00317

  日期：2020.4.20

  formally 8TSJPP. Coupling deformation density calculations confirm the double through-space coupling pathway, in which the P and Bi lone pairs mediate communication between the two 31P nuclei. Several synthetic routes toward the phosphine-diiodobismuthine Acenap(PiPr2)(BiI2) (9) have been investigated; however, the purity of this, surprisingly thermally stable potential synthon, remains poor.

  合成并充分表征了一系列具有二异丙基膦基和在周边位置具有多种铋官能度的基物质，包括单晶X射线衍射。大多数报道的物种具有相对罕见的interpnictogen原P-Bi键。该系列产品包括膦-铋Acenap（PiPr2）（BiPh2）（2; Acenap = -5-5,6-二基），将其进行氟脱芳基反应以生成Acenap（PiPr2）（BiPhX）（5-8和10 ; X = BF4-，Cl，Br，I，SPh），显示不同程度的离子性。双（ac基）双取代的[Acenap（PiPr2）] 2BiPh（3）显示出17.8 Hz的大通空耦合，正式为8TSJPP。耦合变形密度的计算确定了双重贯穿空间耦合路径，其中P和Bi孤对介导两个31P核之间的通信。已经研究了几种通往膦-二碘铋铋Acenap（PiPr2）（BiI2）（9）的合成途径；然而，其纯度，令人惊奇的热稳定的潜在合成子仍然很差。
• Activity of Antifungal Organobismuth(III) Compounds Derived from Alkyl Aryl Ketones against S. cerevisiae: Comparison with a Heterocyclic Bismuth Scaffold Consisting of a Diphenyl Sulfone
  作者：Toshihiro Murafuji、Mai Tomura、Katsuya Ishiguro、Isamu Miyakawa

  DOI：10.3390/molecules190811077

  日期：——

  A series of hypervalent organobismuth(III) compounds derived from alkyl aryl ketones [XBi(5-R'C6H3-2-COR)(Ar)] was synthesized to investigate the effect of the compounds' structural features on their antifungal activity against the yeast Saccharomyces cerevisiae. In contrast to bismuth heterocycles [XBi(5-RC6H3-2-SO2C6H4-1'-)] derived from diphenyl sulfones, a systematic quantitative structure-activity

  合成了一系列衍生自烷基芳基酮 [XBi(5-R'C6H3-2-COR)(Ar)] 的高价有机铋 (III) 化合物，以研究这些化合物的结构特征对其抗酵母菌活性的影响酿酒酵母。与衍生自二苯砜的铋杂环 [XBi(5-RC6H3-2-SO2C6H4-1'-)] 相比，系统的定量构效关系研究是可能的。活性取决于 Ar 基团，对于较重的 X 原子会增加，而延长烷基链 (R) 或引入取代基 (R') 会降低活性。IBi(C6H4-2-COCH3)(4-FC6H4) 是最活跃的。其活性优于相关的无环类似物 ClBi[C6H4-2-CH2N(CH3)2](Ar) 和 ClBi(C6H4-2-SO2 tert-Bu)(Ar)，也可与杂环 ClBi( C6H4-2-SO2C6H4-1'-)，这是我们之前研究中最活跃的化合物。密度函数理论计算表明，高价铋烷与铋原子上的生物分子发生亲核加成，得到中间体 ate 络
• Difluorotriorganylphosphoranes for the Synthesis of Fluorophosphonium and Bismuthonium Salts
  作者：Sven Solyntjes、Beate Neumann、Hans‐Georg Stammler、Nikolai Ignat'ev、Berthold Hoge

  DOI：10.1002/ejic.201600539

  日期：2016.9

  Fluoride ion affinities (FIA), provided by DFT calculations, are exceedingly useful for the design of new Lewis acids with defined reactivities. Herein, we report the synthesis, characterization and reactivity of new difluoro(perfluoroorganyl) phosphoranes, which readily abstract fluoride ions from di-fluoro(triorganyl)phosphoranes. Highly reactive fluorobismuthonium cations and the [Ph3Bi(NCCH3)(2)](2+)

  由 DFT 计算提供的氟离子亲和力 (FIA) 对于具有确定反应性的新路易斯酸的设计非常有用。在此，我们报告了新的二氟（全氟有机基）正膦的合成、表征和反应性，它们很容易从二氟（三有机基）正膦中提取氟离子。高活性氟铋阳离子和 [Ph3Bi(NCCH3)(2)](2+) 阳离子可通过用此处讨论的路易斯酸性正膦处理二氟（三有机基）铋（V）化合物来获得。
• Isolation of 1,2,4,3-Triazaborol-3-yl-metal (Li, Mg, Al, Au, Zn, Sb, Bi) Derivatives and Reactivity toward CO and Isonitriles
  作者：Wei Lu、Haitao Hu、Yongxin Li、Rakesh Ganguly、Rei Kinjo

  DOI：10.1021/jacs.6b03432

  日期：2016.5.25

  1,2,4,3-triazaborol-3-yl-metal complexes (Al; 5, Au; 6, Zn; 7, Mg; 8, Sb; 9, and Bi; 10). 3 reacted with CO (1 atm) and various isonitriles under ambient condition, and mechanistic study suggests that the reactions with CO and aryl isonitriles proceed via an insertion of CO and isonitrile carbon into the B-Li bond followed by isomerization to yield transient carbene species, one of which was confirmed

  合成并充分表征了 3,4-二氢-2H-1,2,4,3-triazaborol-3-yl-lithium 3。(11)B NMR 光谱、X 射线衍射分析和计算研究揭示了 B-Li 键的离子性质，实际上 3 显示出亲核性质，允许制备一系列 1,2,4,3-triazaborol -3-基-金属络合物（Al；5，Au；6，Zn；7，Mg；8，Sb；9 和 Bi；10）。3 在环境条件下与 CO (1 atm) 和各种异腈反应，机理研究表明，与 CO 和芳基异腈的反应是通过将 CO 和异腈碳插入 B-Li 键然后异构化产生瞬态卡宾物种来进行的，其中之一通过 S8 诱捕确认。使用PhNC，化合物5和7·(thf)与异腈交换了与金属中心配位的THF分子，