Methyl(phenyl)[2,4,6-tri(propan-2-yl)phenyl]phosphane | 104108-09-0

• 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: Methyl(phenyl)[2,4,6-tri(propan-2-yl)phenyl]phosphane
• 英文别名: methyl-phenyl-[2,4,6-tri(propan-2-yl)phenyl]phosphane
• CAS: 104108-09-0
• 化学式: C₂₂H₃₁P
• 分子量: 326.462
• InChiKey: UFEKECWEMSYPTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,3,5-Triisopropyl-2-(methyl-phenyl-phosphinoyl)-benzene 在 lithium aluminium tetrahydride 、 cerium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以89%的产率得到Methyl(phenyl)[2,4,6-tri(propan-2-yl)phenyl]phosphane
  参考文献：
  名称：

  用 LiAlH4–CeCl3 轻松还原有机卤化物和氧化膦

  摘要：

  一种新的试剂体系 LiAlH4–CeCl3 表现出强大而独特的还原能力。含氟化合物的有机卤化物可通过该试剂顺利脱卤。氧化膦也能以极好的收率还原为膦。

  DOI：

  10.1246/cl.1985.1491

文献信息

• COPPER CATALYZED HALOGENATON AND REACTION PRODUCTS
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20140371480A1

  公开（公告）日：2014-12-18

  A Cu(I)-catalyzed 1,3-halogen migration reaction effectively recycles an activating group by transferring a halogen from an sp 2 to a benzylic carbon with good enantioselectivity and concomitant borylation of the Ar-halo bond. The resulting enantio-enriched benzyl halide can be reacted in the same vessel under a variety of conditions to form an additional carbon-heteroatom or carbon-carbon bond while maintaining high ee. The reaction can be used to efficiently prepare novel compounds and intermediates for the preparation of therapeutics and ligands for catalysis.

  一种Cu(I)催化的1,3-卤迁移反应有效地通过将卤素从sp2转移到苄基碳来循环利用一个活化基团，具有良好的对映选择性并伴随Ar-卤键的硼化反应。所得的对映富集的苄基卤化物可以在同一容器中在各种条件下反应，形成额外的碳-杂原子或碳-碳键，同时保持高的ee。该反应可用于高效制备新型化合物和制备治疗剂和催化剂配体的中间体。
• Palladium-Catalyzed Asymmetric Phosphination:  Enantioselective Synthesis of a P-Chirogenic Phosphine
  作者：Jillian R. Moncarz、Natalia F. Laritcheva、David S. Glueck

  DOI：10.1021/ja0267324

  日期：2002.11.1

  The racemic secondary phosphine PH(Me)(Is) (1, Is = 2,4,6-(i-Pr)3C6H2) was coupled with PhI in the presence of NaOSiMe3 and the catalyst Pd((R,R)-Me-Duphos)(Ph)(I) (3) to give P(Ph)(Me)(Is) (2) in up to 78% ee. The intermediate phosphido complex Pd((R,R)-Me-Duphos)(Ph)(P(Me)(Is)) (5a,b) was observed as a mixture of diastereomers by low-temperature 31P NMR. The rate of interconversion of 5a,b by phosphorus inversion is greater than or equal to that of reductive elimination, which suggests that the enantiodetermining step occurs after Pd-P bond formation.
• IMAMOTO, TSUNEO;TAKEYAMA, TOSHIAKI;KUSUMOTO, TETSUO, CHEM. LETT., 1985, N 10, 1491-1492
  作者：IMAMOTO, TSUNEO、TAKEYAMA, TOSHIAKI、KUSUMOTO, TETSUO

  DOI：——

  日期：——
• US9382279B2
  申请人：——

  公开号：US9382279B2

  公开（公告）日：2016-07-05
• FACILE REDUCTION OF ORGANIC HALIDES AND PHOSPHINE OXIDES WITH LiAlH₄–CeCl₃
  作者：Tsuneo Imamoto、Toshiaki Takeyama、Tetsuo Kusumoto

  DOI：10.1246/cl.1985.1491

  日期：1985.10.5

  A new reagent system, LiAlH4–CeCl3, exhibits powerful and characteristic reducing ability. Organic halides including fluorine compounds are smoothly dehalogenated with this reagent. Phosphine oxides are also reduced to phosphines in excellent yields.

  一种新的试剂体系 LiAlH4–CeCl3 表现出强大而独特的还原能力。含氟化合物的有机卤化物可通过该试剂顺利脱卤。氧化膦也能以极好的收率还原为膦。