(4,4-dimethyl-2-oxazoline-2-ylmethyl)diphenylphosphine | 275377-94-1

• 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: (4,4-dimethyl-2-oxazoline-2-ylmethyl)diphenylphosphine
• 英文别名: 2-[(diphenylphosphanyl)methyl]-4,4-dimethyl-4,5-dihydrooxazole；(2-oxazolin-4,4-dimethyl-2-ylmethyl)diphenylphosphine；PCH2-oxazoline-Me2；(4,4-dimethyl-5H-1,3-oxazol-2-yl)methyl-diphenylphosphane
• CAS: 275377-94-1
• 化学式: C₁₈H₂₀NOP
• 分子量: 297.337
• InChiKey: VGFAAHHBMGVDPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4,4-dimethyl-2-oxazoline-2-ylmethyl)diphenylphosphine 在 air 作用下， 以 四氢呋喃 、 二氯甲烷 、 正戊烷 为溶剂， 生成 cobalt(2+);2-(diphenylphosphorylmethyl)-4,4-dimethyl-5H-1,3-oxazole;tetrachloride
  参考文献：
  名称：

  具有螯合或桥连的二齿P，N膦基和膦基恶唑啉配体的单核和双核钴配合物：合成，结构和催化乙烯低聚

  摘要：

  [CoCl 2（P，N）]类型的钴（II）配合物，其中P，N代表异双膦或膦基-恶唑啉-类型 配体，已经合成并具有以下特征 红外光谱 和 元素分析。它们的分子结构由单晶X射线衍射在固态。膦-恶唑啉配合物[CoCl 2 {Ph 2 PCH 2 ox Me2 }]（Ph 2 PCH 2 ox Me2 = 2-[（（二苯基膦基）-甲基] -4,4-二甲基-4,5-二氢-恶唑）（8）和次膦酰恶唑啉配合物[CoCl 2 {Ph 2 POCH 2 ox Me2 }]（Ph 2 POCH 2 ox Me2 = 1- [4,4-二甲基-2 {1-氧基（二苯基膦基）-1-甲基}]-4,5-二氢-恶唑）（9）和[CoCl 2 {Ph 2 POCMe 2 ox Me2 }]（Ph 2 POCMe 2 ox Me2 = 1- [4,4-二甲基-2- [1-氧（二苯基膦基）-1-甲基乙基]]- 4,5-二氢恶唑）（10）是单核膦膦恶唑啉络合物[CoCl

  DOI：

  10.1039/b706818b
• 作为产物：
  描述：

  2,4,4-三甲基-2-恶唑 、 二苯基氯化膦 在 正丁基锂 、 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 生成 (4,4-dimethyl-2-oxazoline-2-ylmethyl)diphenylphosphine
  参考文献：
  名称：

  在将CO-乙烯或丙烯酸丙烯酸甲酯逐步插入由（膦甲基）恶唑啉配体稳定的Pd（II）配合物的金属-碳键中的结构特征中间体。

  摘要：

  包括X射线衍射在内，已经充分表征了将CO-乙烯或丙烯酸CO-丙烯酸甲酯初始插入到甲基钯（II）与（膦基甲基）恶唑啉配体的Pd-Me键中的步骤，从而形成金属环。

  DOI：

  10.1039/b613865a

文献信息

• Synthesis and Crystal Structures of Ru(II) Complexes Containing Chelating (Phosphinomethyl)oxazoline <i>P,N</i>-Type Ligands and Asymmetric Catalytic Transfer Hydrogenation of Acetophenone in Propan-2-ol
  作者：Pierre Braunstein、Claudia Graiff、Frédéric Naud、Andreas Pfaltz、Antonio Tiripicchio

  DOI：10.1021/ic0000754

  日期：2000.10.1

  coordination geometries are found for these complexes depending on the ligand. With I, cis,cis,cis and trans,trans,trans geometries were characterized in complexes 1 and 2, respectively, whereas with ligand II only the cis,cis,trans isomer 3 was formed. Reaction of the enantiomerically pure ligand III with [RuCl2(COD)]n afforded a mixture of isomers, and complex trans,cis,cis-[RuCl2(PCH2-oxazoline-iPr)2]

  一系列新的 Ru(II) 配合物，含有两个 (2-恶唑啉-2-基甲基)二苯基膦 (PCH2-恶唑啉 I)、(2-恶唑啉-4,4-二甲基-2-基甲基) 类型的螯合 P,N 配体) 二苯基膦 (PCH2-恶唑啉-Me2 II) 和 (2-恶唑啉-4-(S)-异丙基-基甲基)二苯基膦 (PCH2-恶唑啉-iPr III) 已制备并通过 IR、1H、13C1H} 表征, 和 31P1H} NMR 光谱和 X 射线衍射研究在 cis,cis,cis-[RuCl2(PCH2-oxazoline)2] (1) 和 cis,cis,trans-[RuCl2(PCH2-oxazoline) 的情况下-Me2)2] (3)。根据配体的不同，这些配合物有四种不同类型的八面体配位几何结构。对于 I，顺式、顺式、顺式和反式、反式、反式几何结构分别在配合物 1 和 2 中进行了表征，而对于配体 II，仅形成了顺式、顺式、反式异构体
• Nickel Complexes with Oxazoline-Based <i>P</i>,<i>N</i>-Chelate Ligands:  Synthesis, Structures, and Catalytic Ethylene Oligomerization Behavior
  作者：Fredy Speiser、Pierre Braunstein、Lucien Saussine、Richard Welter

  DOI：10.1021/om034197q

  日期：2004.5.1

  The phosphinooxazoline ligands 9-12 have been prepared and used to examine and compare the catalytic properties of their corresponding Ni(II) complexes in ethylene oligomerization. The molecular structure of rac-2-[1'-(diphenylphosphanyl)ethyl]-4,4-dimethyl-4,5-dihydrooxazole (10) has been determined by X-ray diffraction. The paramagnetic Ni(II) complexes [NiX(mu-X)(P,N)](2) (19, X = Br, P,N = 2-[(diphenylphosphanyl)methyl]-4,4-dimethyl-4,5-dihydrooxazole (9)); 20, X = Cl, P,N = 9; 21, X = Cl, P,N = 10; 22, X Cl; P,N = 2-[(diphenylphosphanyl)methyl]-4-(R)-phenyl-4,5-dihydrooxazole (12); 23, X = Br, P,N = 12) and [NiCl2(P,N)] (24; P,N = 2-[1'-(diphenylphosphanyl)-1'-methylethyl]-4,4-dimethyl-4,5-dihydrooxazole (11) were prepared in yields of 79-90%, and 19 and 24 have been characterized by X-ray diffraction. The former is a dinuclear complex with distorted-trigonal-bipyramidal geometry around the Ni(II) centers, whereas 24 is a mononuclear, tetrahedral complex, which underlines the strong influence of a substituent on the carbon atom a to P. The metal coordination sphere in complexes 19-24 was determined in solution by the Evans method to be trigonal bipyramidal for 19-23 and tetrahedral for 24. Whereas complexes 19-23 and [NiCl2(PCy3)(2)] were inactive for ethylene polymerization in the presence of methylaluminoxane (MAO), the mononuclear complex 24 gave a TOF of 7900 mol of C2H4/((mol of Ni) h) with a selectivity for 1-butene of 38%. Complexes 19, 20, and 22 were inactive for the oligomerization of ethylene in the presence of NaBH4, but 19, 21, and 24 were active with AlEtCl2 as a cocatalyst. Activities and selectivities were compared to those of [NiCl2-(PCy3)(2)], a typical precatalyst used in the dimerization of alpha-olefins. Complex 19 yielded a turnover frequency of 36 300 mol of C2H4/((mol of Ni) h) in the presence of 14 equiv of AlEtCl2. In the presence of only 6 equiv of cocatalyst, the Ni complexes 21 and 24 showed TOF values of 38 100 and 45 900 mol of C2H4/((mol of Ni) h), respectively, higher than that of 27 200 mol of C2H4/((mol of Ni) h) obtained with [NiCl2(PCy3)(2)].
• 10.1039/b0001481
  作者：Braunstein, Pierre、Fryzuk, Michael D.、Morgane Le Dali, Frederic Naud、Rettig, Steve J.、Speiser, Fredy

  DOI：10.1039/b0001481

  日期：——
• [EN] HYDROGENATION OF ESTER, KETONE OR ALDEHYDE GROUPS WITH RUTHENIUM COMPLEXES HAVING A DI-AMINE AND A PHOSPHOROUS-NITROGEN BIDENTATE LIGAND<br/>[FR] HYDROGÉNATION D'ESTERS, DE CÉTONES OU D'ALDÉHYDES AVEC DES COMPLEXES DE RUTHÉNIUM COMPORTANT UNE DIAMINE ET UN LIGAND BIDENTÉ PHOSPHORE-AZOTE
  申请人：FIRMENICH & CIE

  公开号：WO2010061350A1

  公开（公告）日：2010-06-03

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes with molecular H2 for the reduction of ketones, aldehydes and esters or lactones into the corresponding alcohol or diol respectively. Said catalysts are ruthenium complexes comprising a ligand of the type (N-N) type, in which at least one of said amino groups is a secondary or primary amine (i.e. a NH or NH2) and a ligand of the type (P-N) in which N belongs to a tertiary amino group, a N, N, N' trisubstituted carboxiamide (a C(=N)N moiety) or a N-substituted imidoate (a C(=N)O moiety).
• Mono- and dinuclear cobalt complexes with chelating or bridging bidentate P,N phosphino- and phosphinito-oxazoline ligands: synthesis, structures and catalytic ethylene oligomerisation
  作者：Suyun Jie、Magno Agostinho、Anthony Kermagoret、Catherine S. J. Cazin、Pierre Braunstein

  DOI：10.1039/b706818b

  日期：——

  All these complexes are paramagnetic and their magnetic moments in solution were measured by the Evans method. Complexes 6–10 were evaluated in the catalytic oligomerisation of ethylene with AlEtCl2 or methylaluminoxane (MAO) as cocatalysts and provided moderate activities. In the presence of AlEtCl2 (6–14 equiv.), the selectivities for ethylene dimers were higher than 92% and complex 8 showed the

  [CoCl 2（P，N）]类型的钴（II）配合物，其中P，N代表异双膦或膦基-恶唑啉-类型 配体，已经合成并具有以下特征 红外光谱 和 元素分析。它们的分子结构由单晶X射线衍射在固态。膦-恶唑啉配合物[CoCl 2 Ph 2 PCH 2 ox Me2 }]（Ph 2 PCH 2 ox Me2 = 2-[（（二苯基膦基）-甲基] -4,4-二甲基-4,5-二氢-恶唑）（8）和次膦酰恶唑啉配合物[CoCl 2 Ph 2 POCH 2 ox Me2 }]（Ph 2 POCH 2 ox Me2 = 1- [4,4-二甲基-2 1-氧基（二苯基膦基）-1-甲基}]-4,5-二氢-恶唑）（9）和[CoCl 2 Ph 2 POCMe 2 ox Me2 }]（Ph 2 POCMe 2 ox Me2 = 1- [4,4-二甲基-2- [1-氧（二苯基膦基）-1-甲基乙基]]- 4,5-二氢恶唑）（10）是单核膦膦恶唑啉络合物[CoCl