tri(p-tolyl)bismuth dichloride | 6729-64-2

• 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: tri(p-tolyl)bismuth dichloride
• 英文别名: tri(p-tolyl)bismuth(V) dichloride
• CAS: 6729-64-2
• 化学式: C₂₁H₂₁BiCl₂
• 分子量: 553.284
• InChiKey: JWPXBYUNECFGON-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  tri(p-tolyl)bismuth dichloride 在 palladium diacetate 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以99%的产率得到4,4'-二甲基联苯
  参考文献：
  名称：

  摘要：

  DOI：

  10.1016/s0040-4020(01)81427-7
• 作为产物：
  描述：

  N-(tri-p-tolylbismuth)benzenesulfonamide 在 H₂O 作用下， 以 二氯甲烷 为溶剂， 生成 tri(p-tolyl)bismuth dichloride
  参考文献：
  名称：

  Stabilized bismuthonium ylides bearing a highly cross-conjugated ylidic carbon atom: synthesis, structures, and reactions

  摘要：

  The reaction of iminotriaryl-lambda(5)-bismuthanes (2; Ar3Bi=NR; R = COR " or SO2R ") with dialkyl acetylenedicarboxylates (3; R'O2CC=CCO2R') has been found to afford highly stabilized bismuthortium ylides (4; Ar3Bi=C(CO2R')-C(CO2R')=NR) in 50-92% yield. The X-ray crystallographic analyses of two of these ylides demonstrated that their bismuth center possesses a distorted tetrahedral geometry with the highly cross-conjugated ylidic carbon atom. The observed Bi-C-ylide bond lengths of 2.178(7)-2.199(7) Angstrom are close to ordinary Bi-C-Ar bond lengths, suggesting an appreciable single bond character of the Bi-C-ylide bond. The action of two equivalents of acetic acid, hydrogen chloride, or 4-nitrophenol on 4 cleaved the Bi-C-ylide bond to give the corresponding triarylbismuth(V) compounds of the type Ar3BiX2 and olefins (5; R'O2CCH=C(CO2R')NHR). 4-Nitrobenzenethiol was oxidized by 0.5 equivalents of 4 to give bis(4-nitrophenyl) disulfide with a good recovery of triarylbismuthane 6 and olefin 5. On thermolysis at 200 degrees C, or when decomposed in the presence of a copper catalyst at room temperature, the ylides 4 bearing an N-aroyl group gave 2,4,5-trisubstituted oxazoles 7 and triarylbismuthanes 6 in moderate to excellent yields. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00295-3
• 作为试剂：
  描述：

  N-{5-[2-(4-{5-[hydroxy(4-methylphenyl)methyl]-2-thienyl}phenyl)ethyl]-2,2-dimethyl-1,3-dioxan-5-yl}acetamide 在 tri(p-tolyl)bismuth dichloride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-[2,2-dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide
  参考文献：
  名称：

  2-AMINOBUTANOL COMPOUND AND USE THEREOF FOR MEDICAL PURPOSES

  摘要：

  公开号：

  EP2017257B1

文献信息

• Synthesis, structure and reactions of μ-oxobis(arenesulfonatotriarylbismuth)
  作者：V. V. Sharutin、I. V. Egorova、O. K. Sharutina、T. K. Ivanenko、I. I. Pavlushkina、A. V. Gerasimenko、M. A. Pushilin

  DOI：10.1007/s11176-005-0011-x

  日期：2004.9

  Hydrolysis of triarylbismuth bis(arenesulfonates) in acetone gives bismuth derivatives of the general formula [Ar3Bi(OSO2Ar’)]2O (Ar = Ph, p-Tol; Ar’ = Ph, C6H4Me-4, C6H3Me2-2,4, C6H3Me2-3,4). The structure of μ-oxobis[(3,4-dimethylbenzenesulfonato)triphenylbismuth] was established by means of X-ray diffraction. The molecule has a linear centrosymmetric structure with the bridging oxygen atom in the inversion center. The bismuth atom has a distorted trigonal bipyramidal coordination with the bridging oxygen atom and the arenesulfonate group in axial positions. The Bi-C and Bi-Oterm distances are 2.200(2), 2.204(3), and 2.442(2) Å, and the Bi-Obr distances are 2.067(1) Å.

  醋酮中三芳基铋双（芳磺酸盐）的水解反应生成了通式为[Ar3Bi(OSO2Ar’)]2O（其中Ar=Ph，p-Tol；Ar’=Ph，C6H4Me-4，C6H3Me2-2,4，C6H3Me2-3,4）的铋衍生物。通过X射线衍射确定了μ-氧双[（3,4-二甲基苯磺酸根）三苯基铋]的结构。该分子具有中心对称线性结构，桥连氧原子位于反转中心。铋原子具有扭曲的三角双锥配位，桥连氧原子和芳磺酸根位于轴向位置。Bi-C和Bi-O的键长分别为2.200(2)、2.204(3)和2.442(2) Å，Bi-Obr的键长为2.067(1) Å。
• Synthesis, Structure, and Reactions of (Acylimino)triaryl-λ⁵-bismuthanes:  First Comparative Study of the (Acylimino)pnictorane Series
  作者：Yoshihiro Matano、Hazumi Nomura、Hitomi Suzuki、Motoo Shiro、Haruyuki Nakano

  DOI：10.1021/ja003623l

  日期：2001.11.1

  The synthesis, structure, and reactions of (acylimino)triaryl-lambda(5)-bismuthanes and a comparative study of the structure and reactivity of a series of (acylimino)pnictoranes are reported. Treatment of ortho-substituted triarylbismuth dichlorides 1 (Ar(3)BiCl(2); Ar = 2-MeC(6)H(4), 2-MeOC(6)H(4), 2,4,6-Me(3)C(6)H(2)) with amides 2 (H(2)NCOR; R = CF(3), CCl(3), 3,5-(CF(3))(2)C(6)H(3)) in the presence

  报道了（酰基亚氨基）三芳基-λ(5)-铋烷的合成、结构和反应，以及一系列（酰基亚氨基）pnictoranes 的结构和反应性的比较研究。邻位取代三芳基铋二氯化物的处理 1 (Ar(3)BiCl(2); Ar = 2-MeC(6)H(4), 2-MeOC(6)H(4), 2,4,6-Me( 3)C(6)H(2)) 与酰胺 2 (H(2)NCOR; R = CF(3), CCl(3), 3,5-(CF(3))(2)C(6) H(3)) 在二氯甲烷中 2.2 当量 KO-t-Bu 的存在下以 77-96% 的产率提供（酰基亚氨基）三芳基-λ（5）-铋烷 3（Ar(3)Bi=NCOR）。邻位取代芳基配体和吸电子 N 取代基分别为反应性 Bi=N 键提供动力学和热力学稳定性。一系列（酰基亚氨基）pnictoranes (Ar(3)M=NCOR and H(3)M=NCOCF(3); M = P, As
• PALLADIUM-CATALYZED ARYLATION AND ARYLOYLATION OF ORGANOSTANNANES WITH TRIARYLBISMUTH(V) DERIVATIVES
  作者：Suk-Ku Kang、Hyung-Chul Ryu、Sang-Woo Lee

  DOI：10.1081/scc-100103532

  日期：2001.1

  The palladium-catalyzed cross-coupling and carbonylative cross-coupling of pentavalent bismuth(V) derivatives with organostannanes have been achieved in CH3CN at room temperature.

  已在室温下在 CH3CN 中实现了五价铋 (V) 衍生物与有机锡烷的钯催化交叉偶联和羰基化交叉偶联。
• In situ quenching of monoaryl bismuth (III) dihalides with nitrogen donor ligands: Isolation of adducts and their spectral characterization
  作者：B.D. Jadhav、S.K. Pardeshi

  DOI：10.1016/j.molstruc.2018.07.072

  日期：2018.12

  Abstract The molecular addition of amphoteric molecules of organobismuth (III) compounds namely, o-tolylbismuth and p-tolylbismuth dihalides with nitrogen donor bidentate ligands 1, 10 phenanthroline and 2, 2′-bipyridine have been isolated and characterized by UV–visible, IR, NMR and Photoluminescence (PL) spectroscopy. The compounds have been isolated from non-aqueous media; they have empirical formulae

  摘要 有机铋 (III) 化合物的两性分子即邻甲苯基铋和对甲苯基铋二卤化物与氮供体双齿配体 1, 10 菲咯啉和 2, 2'-联吡啶的分子加成已被分离出来，并通过紫外-可见光、红外光谱表征。 、核磁共振和光致发光 (PL) 光谱。这些化合物已从非水介质中分离出来；它们具有 ArBiX2-L 类型的经验公式（X = Cl、Br、I；L = Phen、Bipy）。红外研究表明，苯基衍生物的结晶相存在强烈的扩展相互作用，而邻-和对-甲苯基铋二卤化物的紫外吸收由于甲基取代基的 + I 性质和相应的因铋配位而导致的配合物中的低色位移显示出红移效应中央。复合物的 1HNMR 谱显示出游离配体的峰，从而表明复合物在溶液相中解离。室温 PL 光谱表明与有机铋 (III) 二卤化物相比，复合物中存在具有 Bi3+ 发光的单体-二聚体物质。
• Multicomponent, Tandem 1,3- and 1,4-Bisarylation of Donor–Acceptor Cyclopropanes and Cyclobutanes with Electron-Rich Arenes and Hypervalent Arylbismuth Reagents
  作者：Biplab Mondal、Dinabandhu Das、Jaideep Saha

  DOI：10.1021/acs.orglett.0c01702

  日期：2020.7.2

  A tandem catalytic process for 1,3- and 1,4-bisarylation of donor–acceptor (D–A) cyclopropanes and cyclobutanes is disclosed. This strategy capitalizes on the use of two distinct sources of nucleophilic and electrophilic arylating agents, affording the formation of two new C–C bonds in an orchestrated multicomponent fashion with the aid of a catalytic Lewis acid. Mechanistic investigations have revealed

  公开了一种供体-受体（DA）环丙烷和环丁烷的1,3-和1,4-双芳基化的串联催化方法。该策略利用了亲核和亲电芳基化剂两个不同来源的使用，借助路易斯酸催化，以协调的多组分方式形成了两个新的C-C键。机理研究表明，这是一个立体选择过程，可以很容易地将产品精加工成其他有用的化合物。