chlorodimesitylbismuthane | 146498-75-1

• 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: chlorodimesitylbismuthane
• 英文别名: chlorobis(2,4,6-trimethylphenyl)bismuthane；chlorodimesitylbismuthine；bis(2,4,6-trimethylphenyl)chlorobismuth；(mesityl-1H)2BiCl；Chlorobis(2,4,6-trimethylphenyl)bismuthine；chloro-bis(2,4,6-trimethylphenyl)bismuthane
• CAS: 146498-75-1
• 化学式: C₁₈H₂₂BiCl
• 分子量: 482.806
• InChiKey: ZRLOGGJEJADAPJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  chlorodimesitylbismuthane 在 LiBH₄ 作用下， 以 乙醚 为溶剂， 以54%的产率得到tetramesityldibismuthane
  参考文献：
  名称：

  Synthese und Kristallstruktur von Tetramesityldibismutan / Synthesis and Crystal Structure of Tetramesityldibismuthane

  摘要：

  Tetramesityldibismuthane是通过Mes2BiCl（Mes = 2,4,6-（CH3）3C6H2）和LiEH4（E = B，Al）的反应获得的，其中形成了Mes2BiH的中间体。 Mes4Bi2的晶体由中心对称的反式四甲基二铋烷分子组成。 Bi-Bi键长的值为3.087（3）Å。

  DOI：

  10.1515/znb-2005-0209
• 作为产物：
  描述：

  tris(2,4,6-trimethylphenyl)bismuth 、 氯化铋 以 乙醚 为溶剂， 以86%的产率得到chlorodimesitylbismuthane
  参考文献：
  名称：

  Synthesis and crystal structure of tetrakis(2,4,6-trimethylphenyl)dibismuthoxide

  摘要：

  Bis(2,4,6-trimethylphenyl)chlorobismuth (1), synthesized by comproportionation reaction of tris(2,4,6-trimethylphenyl)bismuth and bismuth chloride, was reduced with sodium in liquid ammonia. By subsequent insertion of oxygen into the Bi-Bi bond of the intermediate dimer tetrakis(2,4,6,-trimethylphenyl)dibismuth the title compound (2) was formed whose crystal structure has been determined: [monoclinic, space group P2(1)/n; a = 12.225(1) Angstrom; b = 14.957(1) Angstrom; c = 18.531(1) Angstrom; beta = 97.76(1)degrees; Z = 4]. (2) shows a Bi-O-Bi bond angle of 124.6 degrees and a short intramolecular nonbonding Bi ... Bi distance of 3.665 Angstrom, probably the inherent reason for the metallic colour of (2). (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00482-3

文献信息

• 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-R -2-SO2 -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-CO )(4-F ) 是最活跃的。其活性优于相关的无环类似物 ClBi[ -2-CH2N(CH3)2](Ar) 和 ClBi( -2-SO2 tert-Bu)(Ar)，也可与杂环 ClBi( -2-SO2 -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
• Reversing Lewis acidity from bismuth to antimony
  作者：Deepti Sharma、Selvakumar Balasubramaniam、Sandeep Kumar、Eluvathingal D. Jemmis、Ajay Venugopal

  DOI：10.1039/d1cc03038h

  日期：——

  Investigations on the boundaries between the neutral and cationic models of (Mesityl)2EX (E = Sb, Bi and X = Cl−, OTf−) have facilitated reversing the Lewis acidity from bismuth to antimony. We use this concept to demonstrate a higher efficiency of (Mesityl)2SbOTf over (Mesityl)2BiOTf in the catalytic reduction of phosphine oxides to phosphines. The experiments supported with computations described

  对 (Mesityl) 2 EX (E = Sb, Bi 和 X = Cl - , OTf - )的中性和阳离子模型之间边界的研究促进了路易斯酸度从铋到锑的逆转。我们使用这个概念来证明 ( Mesityl ) 2 SbOTf 比 ( Mesityl ) 2 BiOTf 在将氧化膦催化还原为膦方面的效率更高。此处描述的计算所支持的实验将用于设计与催化相关的新路易斯酸。
• Synthesis and Reactions of Some Crowded Triorganylbismuthines
  作者：Yoshihiro Matano、Masamichi Kinoshita、Hitomi Suzuki

  DOI：10.1246/bcsj.65.3504

  日期：1992.12

  Bismuth trichloride reacts smoothly with mesityl- and 2,4,6-triisopropylphenylmagnesium bromides in boiling tetrahydrofuran to form the corresponding triarylbismuthines in good yields, while a similar reaction with 2,4,6-triisopropylphenylmagnesium bromide halts at diarylation stage, giving chlorobis(2,4,6-triisopropylphenyl)bismuthine as the sole product. Several crowded alkyl-, alkenyl-, and alkyn-yldiarylbismuthines have been prepared from the above diarychlorobismuthine through the reaction with an appropriate organolithium reagent.

  三氯化铋与美克基和2,4,6-三异丙基苯基溴化镁在沸腾的四氢呋喃中顺利反应，生成相应的三芳基铋化合物，产率良好；而与2,4,6-三异丙基苯基溴化镁的类似反应在二芳基化阶段止步，仅生成氯代双(2,4,6-三异丙基苯基)铋化合物作为唯一产物。从上述二氯化铋通过与适当的有机锂试剂反应，可以合成几种拥挤的烷基、烯基和炔基二芳基铋化合物。
• Binary interpnictogen compounds bearing diaryl bismuth fragments bound to all lighter pnictogens
  作者：Tobias Dunaj、Kevin Dollberg、Carsten von Hänisch

  DOI：10.1039/d2dt00472k

  日期：——

  Mes2BiNHtBu (3). The bismuthanyl phosphanes Ar2BiPtBu2 (Ar = Ph: 4 and Ar = Mes: 5) and arsanes Ar2BiAstBu2 (Ar = Ph: 8 and Ar = Mes: 9) were also obtained via salt metathesis. Through a trimethylsilyl halide abstraction reaction of the diaryl halido bismuthanes and EtBu(SiMe3)2 (E = P and As), the bismuthanyl phosphanes Ar2BiPtBu(SiMe3) (Ar = Ph: 6; Ar = Mes: 7) and the arsanes Ar2BiAstBu(SiMe3) (Ar = Ph:

  由相应的二芳基卤化铋制备了在二芳基铋片段和所有较轻的内生素之间具有共价单键的多种内生素化合物。通过盐复分解反应得到氨基铋Ph 2 BiNMe 2 ( 1 ) 和Mes 2 BiNMe 2 ( 2 ) (Mes = 2,4,6-三甲基苯基-)，化合物2与t BuNH 2成功缩合反应反应生成 Mes 2 BiNH t Bu ( 3 )。铋基膦 Ar 2 BiP tBu 2 (Ar = Ph: 4和 Ar = Mes: 5 ) 和砷烷 Ar 2 BiAs t Bu 2 (Ar = Ph: 8和 Ar = Mes: 9 )也通过盐复分解获得。通过二芳基卤化铋与 E t Bu(SiMe 3 ) 2 (E = P 和 As)的三甲基卤化硅烷抽提反应，得到铋基膦 Ar 2 BiP t Bu(SiMe 3 ) (Ar = Ph: 6 ; Ar = Mes : 7 ) 和砷烷 Ar 2 BiAs t Bu(SiMe3
• Heavy Chains: Synthesis, Reactivity and Decomposition of Interpnictogen Chains with Terminal Diaryl Bismuth Fragments
  作者：Tobias Dunaj、Carsten von Hänisch

  DOI：10.1002/chem.202202932

  日期：2022.12.9

  Making and breaking chains. Interpnictogen chains have been synthesized, and their decomposition has been studied. It was shown that the compound Ph2BiP(tBu)BiPh2 reacts with the small N-heterocyclic carbene (Me2IMe) as a “masked phosphinidene” to form Me2IMe=PtBu.

  制作和打破链条。已经合成了 Interpnictogen 链，并研究了它们的分解。结果表明，化合物 Ph 2 BiP( t Bu)BiPh 2与小的 N-杂环卡宾 (Me 2 IMe) 作为“掩蔽亚膦基”反应形成 Me 2 IMe=P t Bu。