1-(diphenylphosphino)-meta-carborane | 943612-24-6

• 英文名称: 1-(diphenylphosphino)-meta-carborane
• 英文别名: [1-P(Se)Ph₂-closo-1,7-C₂B₁₀H₁₁]
• CAS: 943612-24-6
• 化学式: C₁₄H₂₁B₁₀P
• 分子量: 328.404
• InChiKey: OZSGAEXZPWCTMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(diphenylphosphino)-meta-carborane 、 di(rhodium)tetracarbonyl dichloride 以 二氯甲烷 为溶剂， 生成 trans-Rh(1-PPh₂-meta-carborane)₂(carbonyl)Cl
  参考文献：
  名称：

  Extremely Electron-Rich, Boron-Functionalized, Icosahedral Carborane-Based Phosphinoboranes

  摘要：

  We have prepared the first examples of B9-connected trivalent aryl and alkyl phosphinoborane species via Pd-catalyzed phosphination of 9-iodo-meta-carborane. Our studies highlight the unique electronic features of the B9-connected meta-carboranyl moiety as compared to its Cl-based analogue. This work suggests that the B9-functionalized meta-carboranyl substituent in these ligands exhibits more electron-releasing character than any other known carbon-based substituent, ultimately laying the foundation for a new class of phosphine ligands with extremely electron-rich character.

  DOI：

  10.1021/om301116x

文献信息

• Dicarba-closo-dodecaborane(12) derivatives of phosphonium salts: easy formation of nido-carborane phosphonium zwitterions
  作者：Joseph A. Ioppolo、Jack K. Clegg、Louis M. Rendina

  DOI：10.1039/b700689f

  日期：——

  The first examples of arylphosphonium salts containing a dicarba-closo-dodecaborane(12) (closo-carborane) are reported; in contrast to the 1,12-carborane derivative, the 1,2- and 1,7-isomers undergo a facile deboronation reaction in polar solvents to afford the corresponding nido-carborane phosphonium zwitterions.

  报道了含有二卡巴基-双十二碳硼烷（12）（氯基碳烷）的芳基salts盐的第一个例子；与1,12-碳硼烷衍生物相反，1,2-和1,7-异构体在极性溶剂中容易进行脱硼反应，从而得到相应的Nido-碳硼烷phospho两性离子。
• The Lewis acidity of borylcarboranes
  作者：Amanda Benton、James D. Watson、Stephen M. Mansell、Georgina M. Rosair、Alan J. Welch

  DOI：10.1016/j.jorganchem.2019.121057

  日期：2020.2

  [1-BMes2-2-Me-closo-1,2-C2B10H10] (1) has been prepared. The Lewis acidity of 1 has been assessed by the Gutmann-Beckett method and found to be effectively identical to that of the previously reported 2-H and 2-Ph analogues. Similarly, the new catecholylborylcarboranes [1-Bcat-closo-1,2-C2B10H11] (2) and [1-Bcat-2-Me-closo-1,2-C2B10H10] (3), although more strongly Lewis acidic than the dimesitylborylcarboranes, were

  所述diMESitylborylcarborane [1- BMES 2 -2-ME-闭合碳-1,2--C 2乙10 ħ 10 ]（1）已被制备。的路易斯酸性1已经由古特曼-贝克特方法评估，并发现是有效等同于先前报道的2-H和2-PH类似物。同样，新catecholylborylcarboranes [1- Bcat-闭合碳-1,2--C 2乙10 ħ 11 ]（2）和[1- BCAT -2- ME-闭合碳-1,2--C 2乙10 ħ 10 ]（3），尽管路易斯酸比二聚三氢苄基碳氢化合物更强酸性，但发现其受体数与已知的2-Ph类似物的受体数非常接近。[μ-2,2'- BPh-（1-1'-闭合碳-1'-，2'-C 2乙10 ħ 10） -闭合碳-1,2--C 2乙10 ħ 10 ]（4），具有氧硼化合物制备了连接到两个碳硼烷基单元上的片段[双（邻位-碳硼烷）形式]，发现该片段具有很高的路易斯
• On the Basicity of Carboranylphosphines
  作者：Amanda Benton、Derek J. Durand、Zachariah Copeland、James D. Watson、Natalie Fey、Stephen M. Mansell、Georgina M. Rosair、Alan J. Welch

  DOI：10.1021/acs.inorgchem.9b02486

  日期：2019.11.4

  subsequently synthesized. The relative basicities of the carboranylphosphines were established by (i) measurement of the 1JPSe NMR coupling constant of the selenide and (ii) calculation of the proton affinity of the phosphine, in an attempt to establish which of several factors are the most important in controlling the basicity. It is found that the basicity of the carboranylphosphines is significantly

  三个新carboranylphosphines，[1-（1'-闭合碳-1'，7'--C 2乙10 ħ 11）-7-PPH 2 -闭合碳-1,7--C 2乙10 ħ 10 ]，[1-（ 1'-7'-PPH 2 -闭合碳-1'，7'--C 2乙10 ħ 10）-7-PPH 2 -闭合碳-1,7--C 2乙10 ħ 10 ]和[1- PPH -（1'- closo -1'，2'-C 2 B 10 H 11）}- closo -1,2-C 2制备了B 10 H 11 ]，并且由这些化合物和文献化合物的组合，随后合成了八种新的碳硼烷基膦硒化物。碳硼烷基膦的相对碱性是通过（i）测量1 J PSe确定的硒化物的NMR耦合常数和（ii）计算膦的质子亲和力，以试图确定在控制碱度中最重要的几个因素。发现碳硼烷基膦的碱性受到P原子上其他取代基的性质，P原子所连接的碳硼烷笼形顶点（C或B）的性质以及碳硼烷基膦上
• Visible‐Light‐Induced Photoreduction of Carborane Phosphonium Salts: Efficient Synthesis of Carborane‐Oxindole‐Pharmaceutical Hybrids
  作者：Qiang Liu、Bei‐Bei Zhang、He Sheng、Sen Qiao、Zhi‐Xiang Wang、Xiang‐Yu Chen

  DOI：10.1002/anie.202305088

  日期：2023.8

  The photoreduction of carborane phosphonium salts, enabled by a visible-light-induced charge-transfer complex, has been developed. This strategy allows access to various carborane-oxindole-pharmaceuticals via carbon-centered carboranyl radicals in the absence of a transition metal (TM) and photocatalyst (PC).

  通过可见光诱导的电荷转移复合物实现碳硼烷鏻盐的光还原已经被开发出来。该策略允许在没有过渡金属 (TM) 和光催化剂 (PC) 的情况下通过以碳为中心的碳硼烷基自由基获得各种碳硼烷-羟吲哚药物。