1,5-bis(diisopropylphosphino)pentane | 188642-92-4

• 物质功能分类: 有机原料 - 有机膦化合物
• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦及其衍生物
• 英文名称: 1,5-bis(diisopropylphosphino)pentane
• 英文别名: 1,5-Bis(diisopropylphosphino)pentane；5-di(propan-2-yl)phosphanylpentyl-di(propan-2-yl)phosphane
• CAS: 188642-92-4
• 化学式: C₁₇H₃₈P₂
• 分子量: 304.436
• InChiKey: PFQILMULNKUBNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,5-bis(diisopropylphosphino)pentane 在 Me₂NC₅H₄N 作用下， 以 四氢呋喃 、 氯苯 、 甲苯 为溶剂， 生成 ((i-Pr2PCH2CH2)2CH)NiCl
  参考文献：
  名称：

  Preparation and Reactivities of PCP-Type Pincer Complexes of Nickel. Impact of Different Ligand Skeletons and Phosphine Substituents

  摘要：

  Reaction of the diphosphine ligand i-Pr2P(CH2)(5)P(i-Pr)(2) with NiBr2 at 110 degrees C gives a mixture of the 16-membered bimetallacycle {i-Pr2(P)(CH2)SP(i-Pr)(2)}(2)Ni2Br4, 1, and the pincer-type complex {(i-Pr2PCH2CH2)(2)CH}NiBr, 2; the latter can also be obtained by heating 1 in the presence of 4-(dimethylamino)pyridine or under vacuum. Complex 2 undergoes transmetalation with RMgCl or RLi to give {(i-Pr2PCH2CH2)(2)CH}NiR (R = Me (4), C CMe (5), Ph (6), n-Bu (7), and C CPh (8)); the phenylacetylide derivative 8 was also obtained from the reaction of PhC CH with 4, 5, or 7. The Ni-Me derivative 4 reacts with PhX (X = I, Br, Cl) to give the product of C-C coupling reaction (Ph-Me) and the Ni-X analogues of 2, and tests have shown that 2 is a competent catalytic precursor for the coupling of PhCl and MeMgCl. The available evidence suggests that this catalytic process does not involve Ni intermediates. Indeed, cyclic voltammetry measurements show that 2 can undergo two consecutive oxidations, and attempts to generate isolable high-valent species yielded the five-coordinate, 17-electron Ni-III species {(i-Pr2PCH2CH2)(2)CH}NiX2, 9, from the reaction of 2 with FeX3 (X = Cl, Br). Characterization of all new complexes, including X-ray diffraction studies on single crystals of complexes 1-6 and 9, is described.

  DOI：

  10.1021/om8005454
• 作为试剂：
  描述：

  1,3-bis(diisopropylphosphinito)benzene 、 [(i-PrCN)NiBr₂]_n 在 1,5-bis(diisopropylphosphino)pentane 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 72.08h， 生成 [(2,6-((i-Pr)2PO)2C6H3)NiBr]
  参考文献：
  名称：

  PCP型和POCOP型钳型配体的镍化反应：动力学和机理

  摘要：

  该报告描述了涉及镍的PCP型和POCOP型配合物形成的C–H金属化步骤的动力学和机理的组合实验和计算研究的结果。通过竞争研究探讨了CH镍化反应的动力学，该研究涉及两个配体与亚化学计量的{（i- PrCN）NiBr 2 } n反应。这些实验已经证实，与芳族配体1,3-（i -Pr 2 PECH 2）2相比，芳族配体1,3-（i -Pr 2 PE）2 C 6 H 4的金属化更容易。CH 2（SP 2 CH> SP 3 CH; E = O，CH 2），配体轴承膦部分VS那些具有亚膦酸酯基团（PCP> POCOP），配体轴承P取代基我-Pr 2 P VS吨-卜2 P和博士2 P，和POC SP 2 OP配体1,3-（我-Pr 2 PO）2 C ^ 6 - [R ñ ħ 4- ñ轴承供电子VS吸电子取代基（p -OMe≈米- OMe> p -Me> m-CO 2 Me> p -CO 2 Me> m，m

  DOI：

  10.1021/om3003784

文献信息

• PROCESSES FOR PREPARING ANTIVIRAL COMPOUNDS
  申请人：Gilead Pharmasset LLC

  公开号：US20150361073A1

  公开（公告）日：2015-12-17

  The present disclosure provides processes for the preparation of a compound of formula: which is useful as an antiviral agent. The disclosure also provides compounds that are synthetic intermediates.

  本公开提供了制备一种化合物的方法，该化合物的化学式如下所示：该化合物可用作抗病毒药物。本公开还提供了合成中间体化合物。
• [EN] PROCESSES FOR PREPARING ANTIVIRAL COMPOUNDS<br/>[FR] PROCÉDÉS DE PRÉPARATION DE COMPOSÉS ANTIVIRAUX
  申请人：GILEAD PHARMASSET LLC

  公开号：WO2015191437A1

  公开（公告）日：2015-12-17

  The present disclosure provides processes for the preparation of a compound of formula: which is useful as an antiviral agent. The disclosure also provides compounds that are synthetic intermediates.

  本披露提供了一种制备式为的化合物的过程：它可用作抗病毒剂。该披露还提供了合成中间体化合物。
• Processes for preparing antiviral compounds
  申请人：Gilead Pharmasset LLC

  公开号：US10584109B2

  公开（公告）日：2020-03-10

  The present disclosure provides processes for the preparation of a compound of formula: which is useful as an antiviral agent. The disclosure also provides compounds that are synthetic intermediates.

  本公开提供了制备式化合物的工艺： 该化合物可用作抗病毒剂。本公开还提供了作为合成中间体的化合物。
• One-pot synthesis of a PCsp3P-type pincer complex via double C H palladation of a large chelate ring
  作者：Golara Golbaghi、Annie Castonguay、Davit Zargarian

  DOI：10.1016/j.poly.2020.114415

  日期：2020.4

  The diphosphine proligand R2P(CH2)(5)PR2 (R = i-Pr) reacts with PdCl2 or Pd(PhCN)(2)Cl-2 in CH2Cl2 to give the 2:2 adduct trans-mu-k(P),k(P') -R2P(CH2)(5)PR2}(2)Pd2Cl4 (1) featuring a 16-atom chelate ring, along with other uncharacterized species. Treating 1 with AgOTf or heating it in the solid state gave the PCsp3P-type pincer complexes k(P),k(C),k(P)-(R2P(CH2)(2))(2)CH}PdX (X: OTf, 2; Cl, 2-Cl). Complex 2 was also prepared via a one-pot route by refluxing a mixture of the proligand, PdCl2, and AgOTf in toluene. Complexes 1 and 2 have been characterized by NMR spectroscopy, elemental analysis, mass spectrometry and single crystal X-ray analysis. (C) 2020 Elsevier Ltd. All rights reserved.
• US9670187B2
  申请人：——

  公开号：US9670187B2

  公开（公告）日：2017-06-06