ethyl-bis(mesityl)phosphine | 29634-07-9

• 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: ethyl-bis(mesityl)phosphine
• 英文别名: ethyldimesitylphosphane；Mes2PEt；Dimesityl-ethyl-phosphin；Ethyldimesitylphosphin；ethyl-bis(2,4,6-trimethylphenyl)phosphane
• CAS: 29634-07-9
• 化学式: C₂₀H₂₇P
• 分子量: 298.408
• InChiKey: LBNJWJSABHHCCP-UHFFFAOYSA-N

物化性质

• 熔点：
  116-117 °C
• 沸点：
  176-178 °C(Press: 1 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  ethyl-bis(mesityl)phosphine 、 三(五氟苯基)硼烷 在 氘 作用下， 以 正戊烷 为溶剂， 20.0 ℃ 、200.0 kPa 条件下， 反应 13.17h， 以90%的产率得到
  参考文献：
  名称：

  Reactions of Modified Intermolecular Frustrated P/B Lewis Pairs with Dihydrogen, Ethene, and Carbon Dioxide

  摘要：

  In this contribution, we discuss the reactivity of different phosphanes (XPhos (1a), (t)BuXPhos (1b), and Mes(2)PEt (1c)) and tris(pentafluorophenyl)borane (and in one case, EtB(C6F5)(2)) against small molecules. 1a/B(C6F5)(3), 1b/B(C6F5)(3), and 1c/B(C6F5)(3) split dihydrogen heterolytically to yield the phosphonium borate salts 2a, 2b, and 2c, respectively. Control experiments with D-2 gave the respective deuterated phosphonium borates 2a-D-2, 2b-D-2, and 2c-D-2. The FLP systems 1b/B(C6F5)(3) and 1c/B(C6F5)(3) underwent 1,2-addition reactions with ethene, resulting in the generation of the ethylene-bridged phosphonium borates 3b and 3c. As well, the Lewis pair EtB(C6F5)(2) and Mes(2)PEt reacted with ethene to yield the corresponding 1,2-addition product 3d. At low temperature, the FLP systems 1a/B(C6F5)(3) and 1c/B(C6F5)(3) coordinated carbon dioxide (4a, 4c). The new compounds 2a, 2b, 3b, 3c, 3d, 4a, and 4c were characterized by X-ray crystal structure analyses.

  DOI：

  10.1021/om201076f
• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 、 乙基二氯化磷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以98%的产率得到ethyl-bis(mesityl)phosphine
  参考文献：
  名称：

  用炔烃探索沮丧的路易斯对化学的局限性：检测到比1,2，P / B协同加成更有利于1,1碳硼化的系统

  摘要：

  锆茂复合物[{（C 6 F 5）2 B-（CH 2）3 -Cp}（Cp-P t Bu 2）ZrCl 2 ]（6 ; Cp = cyclo-C 5 H 4）是通过对[（烯丙基-Cp）（Cp-P t Bu 2）ZrCl 2 ]（5）与HB（C 6 F 5）2（“ Piers'borane”）。它代表沮丧的路易斯对（FLP），其中路易斯酸和路易斯碱都连接在茂金属骨架上。它与1-戊炔的反应不会导致FLP的1,2-加成或去质子反应，而是三键的1,1-碳环化，从而获得Z / E混合物（1.2：1）各自的有机金属取代的烯烃7。1-戊炔与无磷体系[{（C 6 F 5）2 B-（CH 2）3 -Cp）} CpZrCl 2 [ 9 ]的类似反应给出了各自的1,1-碳化产物（Z ‐10/ E- 10≈1.3：1）。

  DOI：

  10.1002/asia.201000189

文献信息

• Exploring the Limits of Frustrated Lewis Pair Chemistry with Alkynes: Detection of a System that Favors 1,1-Carboboration over Cooperative 1,2-P/B-Addition
  作者：Chao Chen、Florian Eweiner、Birgit Wibbeling、Roland Fröhlich、Shunsuke Senda、Yasuhiro Ohki、Kazuyuki Tatsumi、Stefan Grimme、Gerald Kehr、Gerhard Erker

  DOI：10.1002/asia.201000189

  日期：——

  [(C6F5)2B‐(CH2)3‐Cp}(Cp‐PtBu2)ZrCl2] (6; Cp=cyclo‐C5H4) was prepared by hydroboration of [(allyl‐Cp)(Cp‐PtBu2)ZrCl2] (5) with HB(C6F5)2 (“Piers’ borane”). It represents a frustrated Lewis pair (FLP) in which both the Lewis acid and the Lewis base were attached at the metallocene framework. Its reaction with 1‐pentyne did not result in the 1,2‐addition of or deprotonation reaction by the FLP, but rather in

  锆茂复合物[（C 6 F 5）2 B-（CH 2）3 -Cp}（Cp-P t Bu 2）ZrCl 2 ]（6 ; Cp = cyclo-C 5 H 4）是通过对[（烯丙基-Cp）（Cp-P t Bu 2）ZrCl 2 ]（5）与HB（C 6 F 5）2（“ Piers'borane”）。它代表沮丧的路易斯对（FLP），其中路易斯酸和路易斯碱都连接在茂金属骨架上。它与1-戊炔的反应不会导致FLP的1,2-加成或去质子反应，而是三键的1,1-碳环化，从而获得Z / E混合物（1.2：1）各自的有机金属取代的烯烃7。1-戊炔与无磷体系[（C 6 F 5）2 B-（CH 2）3 -Cp）} CpZrCl 2 [ 9 ]的类似反应给出了各自的1,1-碳化产物（Z ‐10/ E- 10≈1.3：1）。
• Reactions of Modified Intermolecular Frustrated P/B Lewis Pairs with Dihydrogen, Ethene, and Carbon Dioxide
  作者：Marcel Harhausen、Roland Fröhlich、Gerald Kehr、Gerhard Erker

  DOI：10.1021/om201076f

  日期：2012.4.9

  In this contribution, we discuss the reactivity of different phosphanes (XPhos (1a), (t)BuXPhos (1b), and Mes(2)PEt (1c)) and tris(pentafluorophenyl)borane (and in one case, EtB(C6F5)(2)) against small molecules. 1a/B(C6F5)(3), 1b/B(C6F5)(3), and 1c/B(C6F5)(3) split dihydrogen heterolytically to yield the phosphonium borate salts 2a, 2b, and 2c, respectively. Control experiments with D-2 gave the respective deuterated phosphonium borates 2a-D-2, 2b-D-2, and 2c-D-2. The FLP systems 1b/B(C6F5)(3) and 1c/B(C6F5)(3) underwent 1,2-addition reactions with ethene, resulting in the generation of the ethylene-bridged phosphonium borates 3b and 3c. As well, the Lewis pair EtB(C6F5)(2) and Mes(2)PEt reacted with ethene to yield the corresponding 1,2-addition product 3d. At low temperature, the FLP systems 1a/B(C6F5)(3) and 1c/B(C6F5)(3) coordinated carbon dioxide (4a, 4c). The new compounds 2a, 2b, 3b, 3c, 3d, 4a, and 4c were characterized by X-ray crystal structure analyses.