(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).