bis(2-formylphenyl)phenylphosphine oxide | 65654-65-1

• 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: bis(2-formylphenyl)phenylphosphine oxide
• 英文别名: bis(o-formylphenyl)(phenyl)phosphane oxide；2,2'-(oxo-phenyl-λ⁵-phosphanediyl)-bis-benzaldehyde；2,2'-(Phenylphosphoryl)dibenzaldehyde；2-[(2-formylphenyl)-phenylphosphoryl]benzaldehyde
• CAS: 65654-65-1
• 化学式: C₂₀H₁₅O₃P
• 分子量: 334.311
• InChiKey: OUYGQBPDYWCDGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(2-formylphenyl)phenylphosphine oxide 在 platinum(IV) oxide 氢气 、 iron(II) sulfate 作用下， 生成 1-phenyl-1',3'-dihydro-3H-1λ⁵-[1,1']spirobi(benzo[c][1,2]oxaphosphole)
  参考文献：
  名称：

  Hellwinkel,D.; Krapp,W., Chemische Berichte, 1978, vol. 111, p. 13 - 41

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-2-(二甲氧基甲基)苯 生成 bis(2-formylphenyl)phenylphosphine oxide
  参考文献：
  名称：

  Hellwinkel,D.; Krapp,W., Chemische Berichte, 1978, vol. 111, p. 13 - 41

  摘要：

  DOI：

文献信息

• The synthesis of phosphine oxide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation
  作者：Yu Jin、Da-Ming Du

  DOI：10.1016/j.tet.2012.02.078

  日期：2012.5

  The phosphine oxide-linked bis(oxazoline) ligands were designed and synthesized in two ways. One is the coupling of Grignard reagent derived from 2-(2-bromophenyl)oxazoline with phenylphosphonic dichloride, another route is the condensation of bis(2-formylphenyl)(phenyl)phosphine oxide with chiral amino alcohols followed by NBS oxidation. These new bis(oxazoline) ligands were applied in Pd-catalyzed

  设计和合成氧化膦连接的双（恶唑啉）配体。一种是衍生自2-（2-溴苯基）恶唑啉的格氏试剂与苯基二氯膦偶联，另一种途径是将双（2-甲酰基苯基）（苯基）膦氧化物与手性氨基醇缩合，然后进行NBS氧化。这些新的双（恶唑啉）配体用于钯催化的不对称烯丙基烷基化反应中，并用二苯基取代的配体（高达95％ee）获得了良好的收率和对映选择性。
• H2O as a Chemical Link for Ferromagnetic Interactions Between Aminoxyl Units
  作者：Corinne Rancurel、Nathalie Daro、Oscar Benedi Borobia、Eberhardt Herdtweck、Jean-Pascal Sutter

  DOI：10.1002/1099-0690(200301)2003:1<167::aid-ejoc167>3.0.co;2-g

  日期：2003.1

  A bis(radical) derivative based on a triphenylphosphane core substituted by two nitronyl nitroxide units is reported. This compound was isolated in two forms. One consists of an H2O adduct where H2O is hydrogen-bonded to the radical units, whereas the second lacks this bridging unit. Magnetic studies revealed that the presence of the H2O bridge induces ferromagnetic exchange interaction between the

  报道了基于被两个硝酰基氮氧化合物单元取代的三苯基膦核的双（自由基）衍生物。该化合物以两种形式分离。一种由 H2O 加合物组成，其中 与自由基单元形成氢键，而第二种则没有这种桥接单元。磁性研究表明， 桥的存在会引起自旋载流子之间的铁磁交换相互作用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Polyazatetraphosphorus PC and PNN macrocycles
  作者：Frédéric Gonce、Anne-Marie Caminade、Jean Pierre Majoral

  DOI：10.1016/0040-4039(91)80855-z

  日期：1991.1

  [2+2] cyclocondensation reactions involving phosphodihydrazides and bis(2-formylphenyl)phenylphosphine or the corresponding phosphine oxide lead to new 24-membered rings incorporating intracyclic P-C and P-N-N bonds. Synthesis of a macrocyclic tetraphosphonium salt is reported.
• Design of new tools for macrocyclic synthesis. Applications to the preparation of polyphosphorus macrocycles
  作者：Frederic Gonce、Anne Marie Caminade、Florence Boutonnet、Jean Pierre Majoral

  DOI：10.1021/jo00029a034

  日期：1992.1

  New diphosphorus m,m' or p,p' dialdehydes 2-7 were prepared by treatment of 1,3-di-tert-butyldiaza-2,4-dichlorodiphosphetidine, 1, with 3- or 4-hydroxybenzaldehyde, and in the case of 4-7 in the presence of S8. These initial compounds when reacted with phosphodihydrazides RP(X) (NCH3NH2)2 9 and 10 allowed the preparation, via [2 + 2] cyclocondensation reactions, of macrocycles 11-13, 15, and 16 possessing six phosphorus atoms in the skeleton, different coordination modes (tri- or tetracoordinate) and both N-P-N and O-P-N linkages. Reaction of the tetraphosphorus dihydrazide 20 with 1,2-benzenedicarboxaldehyde gave macrocycle 22 with a total annular size of 29 ring atoms. Macrocycles 23 or 24 were obtained by reacting 20 with 2,6-pyridinedicarboxaldehyde or 1,3-benzenedicarboxaldehyde. Asymmetry can also be introduced via [1 + 1] cyclocondensation of tetraphosphorus dihydrazides 18 or 19 with diphosphorus dialdehydes 3 or 2; these reactions led to the 38-membered cyclic product 25. Two macrocycles 27, 28 incorporating five phosphorus atoms with three different types of phosphorus environments (C-P-C,N-P-N, and O-P-N) were obtained when tetraphosphorus dihydrazides 18 or 20 were reacted with the phosphorus dialdehyde 26. All the reactions were found stereospecific.