5-氯-5H-二苯并磷杂环戊二烯 | 33300-85-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 5-氯-5H-二苯并磷杂环戊二烯
• 英文名称: 5-chlorodibenzophosphole
• 英文别名: 5-Chlorobenzo[b]phosphindole
• CAS: 33300-85-5
• 化学式: C₁₂H₈ClP
• 分子量: 218.622
• InChiKey: ONQRFNKLTKSHEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• 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：

  5-氯-5H-二苯并磷杂环戊二烯 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 4,4'-bis(5H-dibenzophosphol-5-yl)biphenyl P,P'-disulfide
  参考文献：
  名称：

  Phosphine Sulfides as an Anchor Unit for Single Molecule Junctions

  摘要：

  合成了以二苯并磷硫醚（DBPS）作为单分子连接锚定基团的亚苯基和联苯化合物。电导测量表明，硫化膦确实充当金电极的锚定基团。包括金属电极在内的理论计算表明，DBPS封端联苯的LUMO能级接近Au费米能级，导致基于共振隧道机制的Au-分子-Au结的电子传导。

  DOI：

  10.1246/cl.2011.174
• 作为产物：
  描述：

  biphenyl-2,2'-diyl-bis-lithium 在 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 以69%的产率得到5-氯-5H-二苯并磷杂环戊二烯
  参考文献：
  名称：

  SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF A TETRAARYLDIPHOSPHORUS CATION AND A DIALKYLPHOSPHONIUM SALT

  摘要：

  The compound 5-chorodibenzophosphole reacts with an equivalent amount or an excess of Al2Cl6 in methylene chloride solution to afford the respective tetraorganodiphosphorus cations [R(2)P(Cl)PR(2)][AlCl4] (R(2) = o,o'-dibenzophenylato), 1. However, reaction of t-Bu(2)PCl with an equivalent amount or an excess of Al2Cl6 in CH2Cl2 gives rise to a phosphonium ion, [t-Bu(2)PCl(2)][AlCl4] (2) as the major product, while reaction with 0.5 equivalent Al2Cl6 leads to a mixture of cationic organophosphorus species. In addition, the compound 5-chloro-bis-carboranylphosphole (3) was synthesized. Compound 3 fails to react with Al2Cl6 or GaCl3, yet does afford 5-fluoro-bis-carboranylphosphole (4) upon treatment with AgSbF6. The molecular structures of 1 and 2 have been determined from X-ray structural analysis. The former consists of a planar P(III) heterocyclic moiety joined to an essentially tetrahedral P(TV) heterocycle by a single P-P bond. The charge is balanced by the heptachlorodialuminate ion. Compound 1 crystallized in the triclinic space group with a = 10.5798(8) Angstrom, b = 11.3656(9) Angstrom, = 13.8190(11) Angstrom, alpha = 107.985(3)degrees, beta = 100.9135(2)degrees, gamma = 103.636(2)degrees, V = 1478 Angstrom(3), Z = 2, R = 0.047. Compound 2 crystallized in the monoclinic space group, P2(1) with a = 7.2471(8) Angstrom, b = 12.0235(12) Angstrom, c = 9.9651(11) Angstrom, beta = 90.473(3)degrees, V = 868 Angstrom(3) Z = 2, R = 0.109.

  DOI：

  10.1080/10426509608037969

文献信息

• Chiral Phosphine−Olefin Ligands in the Rhodium-Catalyzed Asymmetric 1,4-Addition Reactions
  作者：Wei-Liang Duan、Hiroshi Iwamura、Ryo Shintani、Tamio Hayashi

  DOI：10.1021/ja0671013

  日期：2007.2.1

  A full overview on the use of chiral phosphine-olefin ligands 1 in the rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to alpha,beta-unsaturated carbonyl compounds is described. Effective chiral environment of a Rh/1 complex was shown to resemble that of a Rh/(R,R)-Ph-bod* complex by comparing the experimental results as well as the X-ray crystal structures. High catalytic activity of

  描述了手性膦-烯烃配体 1 在铑催化的芳基硼酸不对称 1,4-加成到 α,β-不饱和羰基化合物中的使用的完整概述。通过比较实验结果和 X 射线晶体结构，表明 Rh/1 复合物的有效手性环境类似于 Rh/(R,R)-Ph-bod* 复合物的手性环境。公开了 Rh/1 复合物的高催化活性，并通过使用反应量热计和 (31) P NMR 光谱的机理研究建立了涉及三聚体-单体平衡的催化循环。还成功地观察到源自催化剂的非活性三聚体活性单体平衡的负非线性效应。
• [EN] OLIGOMERISATION OF ETHYLENE TO MIXTURES OF 1-HEXENE AND 1-OCTENE<br/>[FR] OLIGOMÉRISATION DE L'ÉTHYLÈNE EN MÉLANGES DE 1-HEXÈNE ET 1-OCTÈNE
  申请人：SASOL TECH PTY LTD

  公开号：WO2014181247A1

  公开（公告）日：2014-11-13

  A process for the otigomerisation of ethylene to predominantly 1-hexene or 1-octene or mixtures of 1-hexene and 1-octene includes contacting ethylene with a catalyst under ethylene oligomerisation conditions. The catalyst comprises a source of chromium, a diphosphine ligating compound, and optionally an activator. The diphosphine ligating compound includes at least one optionally substituted fused cyclic structure including at least two rings, the optionally substituted fused cyclic structure including a 5- to 7- membered aromatic first ring bonded to a phosphorus atom, the aromatic first ring being fused to a 4- to 8-membered heterocyclic second ring, the heterocyclic second ring including a heteroatom which is separated by two ring atoms along the shortest connecting path from the phosphorous atom that is bonded to the first aromatic ring.

  将乙烯催化寡聚化为主要的1-己烯或1-辛烯或1-己烯和1-辛烯混合物的过程包括在乙烯寡聚化条件下将乙烯与催化剂接触。催化剂包括铬源、二膦配体化合物，以及可选的活化剂。二膦配体化合物包括至少一个可选取代的融合环结构，其中包括至少两个环，可选取代的融合环结构包括一个与磷原子键合的5-至7-成员芳香第一环，该芳香第一环与一个4-至8-成员杂环第二环融合，该杂环第二环包括一个杂原子，该杂原子与磷原子沿着与第一芳香环键合的最短连接路径相隔两个环原子。
• [EN] TETRAMERISATION OF ETHYLENE<br/>[FR] TÉTRAMÉRISATION D'ÉTHYLÈNE
  申请人：SASOL TECH PTY LTD

  公开号：WO2014181250A1

  公开（公告）日：2014-11-13

  A process for the tetramerisation of ethylene includes contacting ethylene with a catalyst under ethylene oligomerisation conditions. The catalyst comprises a source of chromium, a ligating compound, and an activator. The ligating compound includes a phosphine that forms part of a cyclic structure.

  乙烯四聚化的过程包括在乙烯寡聚化条件下将乙烯与催化剂接触。该催化剂包括铬源、配体化合物和活化剂。配体化合物包括构成环状结构的膦化合物。
• Coordination chemistry of 2,2′-biphenylenedithiophosphinate and diphenyldithiophosphinate with U, Np, and Pu
  作者：Joseph A. Macor、Jessie L. Brown、Justin N. Cross、Scott R. Daly、Andrew J. Gaunt、Gregory S. Girolami、Michael T. Janicke、Stosh A. Kozimor、Mary P. Neu、Angela C. Olson、Sean D. Reilly、Brian L. Scott

  DOI：10.1039/c5dt02976g

  日期：——

  New members of the dithiophosphinic acid family of potential actinide extractants were prepared: heterocyclic 2,2′-biphenylenedithiophosphinic acids.

  二硫代膦酸家族的新成员——杂环2,2′-联苯二硫代膦酸被制备出来，这是一种潜在的锕系元素萃取剂。
• New amidophosphine-phosphinites (tLANOPs) as chiral ligands for asymmetric hydrogenation reactions
  作者：Emil A. Broger、Wolfgang Burkart、Michael Hennig、Michelangelo Scalone、Rudolf Schmid

  DOI：10.1016/s0957-4166(98)00423-6

  日期：1998.11

  of ligands the rhodium catalyzed asymmetric hydrogenation of 4-oxoisophorone enol acetate gave (S)-phorenol acetate in up to 71% ee. The iridium catalyzed asymmetric hydrogenation of the cyclic iminium salts 16a and 16b afforded after work-up the corresponding cyclic secondary amine (S)-17 in up to 86% ee, when bulky groups were present on the phenyl substituents on the two phosphorus atoms.

  由手性羟基酰胺（R）-或（S）-2-羟基-3,3，N-三甲基丁酰胺衍生而来的新的氨基膦-次膦酸酯（AMPP）配体4a – g（称为tLANOP配体）已在48–83中制备％ 屈服。[（在正方形的平面复合物的晶体结构SP -4-3）-Pd（（[R （（）-dmphea）小号- ）4A）] BF 4和[铑（（[R ）-图4a）（COD）] BF图4已经允许分配配体的绝对构型。在这两个复合物中，4a的7元螯合环具有几乎相同的扭转船构型。用这类配体，铑催化4-氧代异佛尔酮烯醇乙酸酯的不对称氢化，得到高达71％ee的（S）-磷酸烯醇酯。当在两个磷原子上的苯基取代基上存在大体积基团后，以高达86％ee的浓度处理相应的环状仲胺（S）-17后，铱催化了环状亚胺盐16a和16b的不对称氢化。