1,3-bis((diphenylphosphino)oxy)propane | 870466-08-3

• 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: 1,3-bis((diphenylphosphino)oxy)propane
• 英文别名: 1,3-bis(diphenylphosphanyloxy)propane；1,2-bis(diphenylphosphinoxy)propane；1,3-bis(diphenylphosphanoxy)propane；1,3-bis(diphenylphosphinoxy)propane；(Ph2POCH2)2CH2；3-Diphenylphosphanyloxypropoxy(diphenyl)phosphane；3-diphenylphosphanyloxypropoxy(diphenyl)phosphane
• CAS: 870466-08-3
• 化学式: C₂₇H₂₆O₂P₂
• 分子量: 444.45
• InChiKey: QJGLSAZRSDWWRO-UHFFFAOYSA-N

物化性质

• 熔点：
  195-196 °C
• 沸点：
  295-300 °C(Press: 0.1 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-bis((diphenylphosphino)oxy)propane 以 乙醚 、 二氯甲烷 为溶剂， 生成 [Pd((PPh2O)(PPh2OH)(μ-Cl)]2
  参考文献：
  名称：

  Chelated palladium and platinum complexes of diphosphinite ligands, ch₂(o-c₆h₄opph₂)₂ and ph₂po(ch₂)₃opph₂: characterization and catalytic activity

  摘要：

  The novel 10-membered chelated metal complexes have been synthesized by the reaction of known ligand 1, CH2(o-C6H4OPPh2)(2), and 2, PPh2O(CH2)(3)OPPh2, with starting complexes, MCl2COD[M = Pd (1a, 2a), Pt (1b, 2b)]. The characterization of new complexes has been performed by utilizing P-31{H-1}-NMR, C-13{H-1}-NMR, H-1-NMR, and FT-IR spectroscopic methods and elemental analysis. Also, the structures of complexes 1a and 1b have been determined by X-ray crystallography. Complexes 2a and 2b turned into dimer structures (2a and 2b) during the recrystallization process Complexes 1a and 2a are very effective catalysts in the Suzuki-Miyaura CC cross-coupling reactions of aryl bromide with phenylboronic acid.

  DOI：

  10.1080/10426507.2015.1012669
• 作为产物：
  描述：

  二苯基氯化膦 、 1,3-丙二醇 在 三乙胺 作用下， 以 甲苯 为溶剂， 以87%的产率得到1,3-bis((diphenylphosphino)oxy)propane
  参考文献：
  名称：

  磷胺（PN）配体在钌催化苯胺的氢借用烷基化中快速发现催化剂：原理证明

  摘要：

  描述了用于合成简单膦胺（PN）配体的一般合成方案，其中以高收率分离出19个配体。高通量配体筛选揭示了其中两个配体通过钌催化的氢借位反应成功用于芳族胺烷基化的过程。的组合Ñ，N' -双（二苯基膦基） - ñ，N'具有钌（II）源和氢氧化钾（15摩尔％）的-二甲基丙二胺是芳香胺选择性单苄基化的最佳体系（方法A）。在温和的反应条件下（120°C和1.05当量的苄醇）形成14种仲芳族胺，已获得超过70％的分离产率。另一方面，N，N-双（二苯基膦基）-异丙胺是用于芳香胺的选择性单甲基化和单乙基化反应的配体（方法B）。在此，将醇作为反应介质和底物加入，并且公开了9个实施例，所有分离的产率均超过70％。这些方法已应用于基于氨基二茂铁的重要合成构件的合成。

  DOI：

  10.1002/adsc.201500562

文献信息

• Preparation and characterization of chloro- and polyhydride complexes of rhenium: Variable-temperature NMR spectroscopy and protonation studies
  作者：Jorge Bravo、Jesús Castro、Soledad García-Fontán、Manuel Iglesias、Pilar Rodríguez-Seoane

  DOI：10.1016/j.jorganchem.2005.07.103

  日期：2005.11

  The rhenium complex fac-[ReOCl3L] [1; L = 1,3-bis(diphenylphosphanyloxy)propane] was prepared by reacting L with [ReOCl3(AsPh3)2]. Refluxing complex 1 in ethanol gave [ReOCl2(OEt)L] (2), which X-ray crystallography showed to have an octahedral rhenium environment and an Re–O–Et fragment of unusual linearity. The paramagnetic chlorocomplexes mer-[ReCl3LL′] [3; L′ = P(OEt)3 in 3a, PPh(OEt)2 in 3b, PPh2(OEt)

  complex配合物fac- [ReOCl 3 L] [ 1 ; 通过使L与[ReOCl 3（AsPh 3）2 ]反应制备L ＝ 1，3-双（二苯基膦基氧基氧基）丙烷。将复合物1溶解在乙醇中得到[ReOCl 2（OEt）L]（2），X射线晶体学显示其具有八面体的environment环境和异常线性的Re-O-Et片段。所述顺磁性chlorocomplexes聚体- [RECL 3 LL'] [ 3; L'= P（OEt）3 in 3a，PPh（OEt）2 in 3b，PPh 2通过用L'处理化合物1获得3c ]中的（OEt）。配合物1和3a – c与过量的NaBH 4反应，分别得到[ReH 7 L]（4）和[ReH 5 LL']（5a – c）的多价氢化物，所有这些均以可变温度（VT）表征NMR光谱作为高通量经典氢化物。这些氢化物用HBF 4  ·OMe 2完全质子化需要3当量。酸，并通过VT
• Synthesis and Characterization of Di- and Tricarbonylhydridomanganese(I) Complexes
  作者：Sandra Bolaño、Jorge Bravo、Jesús Castro、Soledad García-Fontán、Elvira Lamas、Pilar Rodríguez Seoane

  DOI：10.1002/zaac.200900313

  日期：2009.9.28

  Hydrido complexes [MnH(CO)3L1–3] [L1 = 1,2-bis-(diphenylphosphanoxy)-ethane (1); L2 = 1,2-bis-(diisopropylphosphanoxy)ethane (2); L3 = 1,3-bis-(diphenylphosphanoxy)-propane (3)] were prepared by treating [MnH(CO)5] with the appropriate bidentate ligand by heating to reflux. Photoirradiation of a toluene solution of complexes 1 and 2 in the presence of PPhn(OR)3–n (n = 0, 1; R = Me, Et) leads to the

  氢化物配合物 [MnH(CO)3L1–3] [L1 = 1,2-双-(二苯基膦氧基)-乙烷 (1); L2 = 1,2-双-(二异丙基膦氧基)乙烷(2)；L3 = 1,3-双-(二苯基膦氧基)-丙烷(3)]是通过用合适的二齿配体加热回流来处理[MnH(CO)5]制备的。在 PPhn(OR)3–n (n = 0, 1; R = Me, Et) 存在下对配合物 1 和 2 的甲苯溶液进行光照射导致 CO 配体被相应的单齿亚磷酸酯或亚膦酸酯配体取代得到式 [MnH(CO)2(L1–2)(L)] [L = P(OMe)3 (1a–2a) 的新氢化物化合物；P(OEt)3 (1b–2b)；PPh(OMe)2 (1c–2c)；PPh(OEt)2 (1d–2d)]。所有配合物均通过 IR、1H、13C 和 31P NMR 光谱表征。对于化合物 2 和 3，分离出适合 X 射线衍射研究的晶体。
• Activation of sp³ Carbon−Hydrogen Bonds by Cobalt and Iron Complexes and Subsequent C−C Bond Formation
  作者：Guoqiang Xu、Hongjian Sun、Xiaoyan Li

  DOI：10.1021/om9007218

  日期：2009.10.26

  C−H bond activation induced by CoMe(PMe3)4 and FeMe2(PMe3)4 was investigated. C(sp3)-cyclometalated complexes, based on diphosphinito PCP ligand (Ph2POCH2)2CH2, Co(Ph2POCH2)2CH}(PMe3)2 (1), and Fe(Ph2POCH2)2MeC}(H)(PMe3)2 (2), were obtained under mild conditions. Iodomethane is oxidatively added to 1, affording Co(Ph2POCH2)2CH}(PMe3)(Me)(I) (3). Monocarbonylation of the hydrido-iron complex 2 occurs

  研究了由CoMe（PMe 3）4和FeMe 2（PMe 3）4引起的sp 3 C-H键活化。C（SP 3）-cyclometalated络合物，基于diphosphinito PCP配体（PH 2 POCH 2）2 CH 2，钴（PH 2 POCH 2）2 CH}（PME 3）2（1），和Fe （PH 2 POCH 2）2 MeC}（H）（PMe 3）2（2）是在温和的条件下获得的。将碘甲烷氧化添加到1中，得到Co （Ph 2 POCH 2）2 CH}（PMe 3）（Me）（I）（3）。氢化铁配合物2发生单羰基化，同时将三甲基膦配体反式取代为氢化配体，得到Fe （Ph 2 POCH 2）2 MeC}（H）（CO）（PMe 3）（4）。2与苯乙炔的反应生成了脱金属的新二膦配体（Ph 2 POCH 2）2CHCH 3（6）和双（苯基乙炔基）铁络合物Fe（PhCC）2（PMe 3）4（5）。新的配合物1
• Synthesis and Characterization of New Chlorocarbonylrhenium(I) Complexes with P-Donor Chelate Ligands
  作者：Sandra Bolaño、Jorge Bravo、Jesús Castro、Soledad García-Fontán、M. Carmen Marín

  DOI：10.1002/zaac.200900390

  日期：2010.3

  Chlorocarbonylrhenium(I) complexes fac,cis-[ReCl(CO)3L1–3][L1 = Ph2PO(CH2)2OPPh2 (1); L2 = Ph2PO(CH2)3OPPh2 (2); L3 = iPr2PO(CH2)2OPiPr2 (3)] were synthesized by reaction of [ReCl(CO)5] with the appropriate diphosphinite ligands L1–3. Reaction of mer,cis-[ReH(CO)3L2] with HCl affords an isomer of compound 2, the complex mer,cis-[ReCl(CO)3L2] (4). The new complexes were characterized by IR, 1H, 13C1H}

  氯羰基铼 (I) 络合物 fac,cis-[ReCl(CO)3L1–3][L1 = Ph2PO(CH2)2OPPh2 (1); L2 = Ph2PO(CH2)3OPPh2 (2)；L3 = iPr2PO(CH2)2OPiPr2 (3)] 是通过 [ReCl(CO)5] 与合适的二亚膦酸配体 L1-3 的反应合成的。mer,cis-[ReH(CO)3L2] 与 HCl 反应得到化合物 2 的异构体，即络合物 mer,cis-[ReCl(CO)3L2] (4)。新配合物的特点是 IR、1H、13C1H} 和 31P1H} NMR 光谱以及配合物 2 和 4 的单晶 X 射线结构测定。
• New bromo-, triflato-, and hydridotricarbonylrhenium(I) complexes with diphosphinite ligands: Structural, spectral and protonation studies of various hydrides
  作者：Sandra Bolaño、Jorge Bravo、Jesús Castro、Soledad García-Fontán、Ma Carmen Marín、Pilar Rodríguez-Seoane

  DOI：10.1016/j.jorganchem.2005.08.014

  日期：2005.11

  Bromotricarbonylrhenium(I) complexes [ReBr(CO)(3)L] [L = Ph2PO(CH)(3)OPPh2 (L), (Pr2PO)-Pr-i(CH2)(2)(OPPr2)-Pr-i (L-2), Cy2PO-(CH2)(2)OPCy2 (L)] were prepared by reaction of [ReBr(CO)51 with L. X-ray crystallography showed them all to be mononuclear, with the CO ligands fac. Subsequent reaction with AgOTf gave fac-[Re(OTf(CO)(3)L], as shown by IR and NMR spectra. By contrast, reaction of [ReH(CO)(5)] with L1-3 gave hydrido complexes, the nuclearity and stereochemistry of which depended on the identity of L, as was confirmed by X-ray crystallography of mer-[ReH(CO)(3)L-1], fac-[ReH(CO)(3)L-2] and [(ReH(CO)4}2(p-L 3)]. Protonation of the hydrido compounds at 183 K with HBF4 center dot OMe2 gave the corresponding non-classical cationic dihydrogen complexes (T-1(min) similar to 15 ms at 400 MHz), which released H-2 at temperatures above critical temperatures (243-263 K) that depended oil the co-ligands. (c) 2005 Elsevier B.V. All rights reserved.