2-(diisopropylphosphino)acetophenone | 76734-60-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(diisopropylphosphino)acetophenone
• 英文别名: 2-Di(propan-2-yl)phosphanyl-1-phenylethanone
• CAS: 76734-60-6
• 化学式: C₁₄H₂₁OP
• 分子量: 236.294
• InChiKey: NCRYHNNVQFVZST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(diisopropylphosphino)acetophenone 在 sodium hexamethyldisilazane 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以94%的产率得到sodium;(Z)-2-di(propan-2-yl)phosphanyl-1-phenylethenolate
  参考文献：
  名称：

  Fryzuk, Michael D.; Gao, Xiaoliang; Rettig, Steven J., Canadian Journal of Chemistry, 1995, vol. 73, # 7, p. 1175 - 1180

  摘要：

  DOI：
• 作为产物：
  描述：

  1-phenylvinyl diisopropylphosphinite 在 cadmium(II) iodide 作用下， 反应 2.0h， 生成 2-(diisopropylphosphino)acetophenone
  参考文献：
  名称：

  Novikova, Z. S.; Kurkin, A. N.; Lutsenko, I. F., Journal of general chemistry of the USSR, 1983, vol. 53, # 4, p. 656 - 664

  摘要：

  DOI：

文献信息

• Rhodium(I) and Iridium(I) Complexes with β-Keto Phosphine or Phosphino Enolate Ligands. Catalytic Transfer Dehydrogenation of Cyclooctane
  作者：Pierre Braunstein、Yves Chauvin、Jens Nähring、André DeCian、Jean Fischer、Antonio Tiripicchio、Franco Ugozzoli

  DOI：10.1021/om960814h

  日期：1996.12.24

  equiv of L under carbon monoxide, [RhCl(CO)(P∼O)2] (8) was isolated. Reaction of 8 with TlPF6 gave [Rh(CO)(P⌒O)(P∼O)][PF6] (9), and in the presence of NaOMe the phosphino enolate complex [RhPh2PCH C( O)Ph}(CO)(P∼O)] (10) formed. In an analogous manner, [RhPh2PCH C( O)Ph}(CO)L1] (L1 = P(o-tolyl)3 (11), PPh2(p-tolyl) (12), P(p-C6H4F)3 (13)) were also prepared. In a similar way, L and [RhCl(PPh3)3] gave

  含有酮膦配体R 1 2 PCH 2 C（O）R 2（R 1 = Ph，R 2 = Ph，Me，t -Bu，p -C 6 H 4 F; R 1 =描述了i- Pr，R 2＝ Ph。1当量的（二苯基膦基）苯乙酮（Ph 2 PCH 2 C（O）Ph; L）与[Rh（μ-Cl）（C 2 H 4）2 ] 2反应得到二聚体[Rh（μ-Cl） （C 2高4）（P~O）] 2（1）（P~O =η 1（P）协调）。用2当量的大号，[的RhCl（P⌒O）（P~O）]（2），得到（P⌒O=η 2（P，O）-chelated配体）。2与TlPF 6的反应得到阳离子化合物[Rh（P⌒O）2 ] [PF 6 ]（3）。3 ·H 2 O的X射线晶体结构测定显示出扭曲的正方形平面几何形状，其中两个磷原子（和氧原子）位于顺式位置。1当量的L处理[RhCl（CO）（PPh 3）2 ]得到[RhCl（CO）（P〜O）（PPh 3）]（5）。在TlPF
• Synthesis, characterization and molecular structure of oxo and phenylimido rhenium(V) complexes of 1-phenyl-2-(diisopropylphosphino)-ethanone
  作者：Xavier Couillens、Marie Gressier、Michèle Dartiguenave

  DOI：10.1016/s0020-1693(02)01198-2

  日期：2003.1

  New rhenium-oxo and phenylimido complexes were synthetized and isolated by reaction of 1-phenyl-2-(diisopropylphosphino)ethanone on ReOX3(PPh3)2 (X=Cl, Br, I), ReO(OEt)Cl2(PPh3)2 and Re(NPh)Cl3(PPh3)2 in basic media (NEt3). In these complexes the ligand bonds mainly as monoanionic enolato chelating agent. The reactions are solvent dependent. The disubstituted ReOX(PO)2 compounds (1–7) adopt a ‘twisted’

  通过1-苯基-2-（二异丙基膦基）乙酮在ReOX 3（PPh 3）2（X = Cl，Br，I），ReO（OEt）Cl 2（PPh 3）2和Re（NPh）Cl 3（PPh 3）2在碱性介质（NEt 3）中。在这些络合物中，配体键主要作为单阴离子烯醇螯合剂。反应取决于溶剂。双取代的再氧化（PO）2份的化合物（1 - 7）采取“扭曲”八面体结构与的混合物顺-PP和反式-PP在甲苯中的构型，因此表明在这种情况下，两种非对映异构体之间的稳定性差距很小。在乙醇中，仅观察到“扭曲的”顺式-PP构象构型ReOCl（PO）2（1）和ReO（OEt）（PO）2（7）。当X = Br和I时，分离出的独特物种是由卤代乙氧基立体选择性取代乙氧基生成的乙氧基-羰基复合物ReO（OEt）（PO）2（7）。与Re（NPh）Cl的反应3（PPh 3）2的选择性较低，在乙醇中，需要过量的配体才能获得反式-PP-Re（
• Synthesis and characterization of novel phosphinoketone and phosphinoenolato rhenium(v) nitrido complexes. Crystal structure of ReNCl2{iPr2PCH2C(Ph)O}2
  作者：Xavier Couillens、Marie Gressier、Michèle Dartiguenave、Sébastien Fortin、André L. Beauchamp

  DOI：10.1039/b201632j

  日期：2002.7.19

  Refluxing ReNCl2(PPh3)2 with phosphinoketone ligands (P∼CO) of the type R2PCH(R′)C(R″)O (R = phenyl, isopropyl; R′ = H, methyl; R″ = phenyl, tert-butyl) in toluene or ethanol yields selectively the octahedral nitrido-rhenium(V) complexes ReN(PR3)(P∼O)2, where the P atoms of two deprotonated P∼O− ligands occupy cis positions and an oxygen donor lies trans to the ReN bond. The sixth coordination site is filled by a monodentate phosphine, either PPh3 or non-deprotonated P∼CO, depending on the metal-to-ligand ratio. When iPr2PCH2C(Ph)O is refluxed for 1 h (2/1 L/Re ratio), ReNCl2iPr2PCH2C(Ph)O}2 (1) precipitates as the only species. X-Ray diffraction shows that the Re(V) centre of 1 is six-coordinated with a distorted octahedral geometry, being bonded to the nitrido N atom, two trans chlorides, two trans P atoms and the oxygen of one of the phosphinoketones lying trans to the N3− ligand. The short ReN bond (1.629(4) Å) and the long trans Re–O bond (2.466(5) Å) reflect the large trans influence of the nitrido ligand. The mono- and bi-dentate phosphinoketones in this compound are involved in an intramolecular interchange process.

  在甲苯或乙醇中，用R2PCH(R′)C(R″)O（R = 苯基、异丙基；R′= H、甲基；R″= 苯基、叔丁基）类型的磷膦酮配体（P∼CO）回流ReNCl2(PPh3)2，可选择性生成八面体氮化铼（V）络合物ReN(PR3)(P∼O)2，其中两个脱质子化的P∼O−配体的P原子占据顺式位置，而供体氧原子则与ReN键成反式。第六个配位点由单齿膦（PPh3或非脱质子化的
• Synthesis and characterization of Co and Ni complexes stabilized by keto- and acetamide-derived P,O-type phosphine ligands
  作者：Magno Agostinho、Vitor Rosa、Teresa Avilés、Richard Welter、Pierre Braunstein

  DOI：10.1039/b814284j

  日期：——

  The coordination properties of the β-keto phosphine ligands R2PCH2C(O)Ph (HL11, R = i-Pr; HL22, R = Ph), of the new acetamide-derived phosphine ligand (i-Pr)2PNHC(O)Me (HL33) and of Ph2PNHC(O)Me (HL44) have been examined towards Ni(II) complexes. Comparisons are made between systems in which the PCH2 function of the ketophosphine has been replaced with an isoelectronic PNH group in amide-derived ligands, or the PCH functionality of phosphinoenolates with a PN group in phosphinoiminolate complexes. Furthermore, ligands HL22 and HL44 reacted with [(η5-C5H5)CoI2(CO)] to afford the phosphine mono-adducts [(η5-C5H5)CoI2Ph2PCH2C(O)Ph}] (1) and [(η5-C5H5)CoI2Ph2PNHC(O)Me}] (3), respectively, which upon reaction with excess NEt3 yielded the phosphinoenolate complex [(η5-C5H5)CoIPh2PCHC(O)Ph}] (2) and the phosphinoiminolate complex [(η5-C5H5)CoIPh2PNC(O)Me}] (4), respectively. The complexes cis-[Ni(i-Pr)2PNC(O)Me}2] (6) and cis-[NiPh2PNC(O)Me}2] (7) were obtained similarly from NiCl2 and HL3 and HL4, respectively, in the presence of a base. The phosphinoenolate complex [Ni(i-Pr)2PCHC(O)Ph}2] (5) exists in ethanol as a mixture of the cis and trans isomers, in contrast to cis-[Ni(Ph2PCHC(O)Ph}2], and the solid-state structure of the trans isomer of 5 was established by X-ray diffraction. The structures of the ligand HL3 and of the complexes 1, 3 in 3·3/2CH2Cl2, 4, 6 and 7 have also been determined by X-ray diffraction and are compared with those of related complexes. Complexes 4, 6 and 7 contain a five-membered heteroatomic metallocyclic moiety, which is constituted by five different chemical elements. The structural consequences of the steric bulk of the P substituents and of the electronic characteristics of the P,O chelates are discussed.

  新型乙酰胺衍生膦配体 (i-Pr)2PNHC(O)Me 的 β-酮基膦配体 R2PCH2C(O)Ph (HL11, R = i-Pr; HL22, R = Ph) 的配位特性 ( HL33) 和 Ph2PNHC(O)Me (HL44) 已针对 Ni(II) 配合物进行了研究。对其中酮膦的 PCH2 官能团被酰胺衍生配体中的等电子 PNH 基团取代的系统，或膦烯醇化物的 PCH 官能团与亚氨基膦配合物中的 PN 基团取代的系统进行了比较。此外，配体 HL22 和 HL44 与 [(η5-C5H5)CoI2(CO)] 反应，得到膦单加合物 [(η5-C5H5)CoI2Ph2PCH2C(O)Ph}] (1) 和 [(η5-C5H5) )CoI2Ph2PNHC(O)Me}] (3)，分别与过量的 NEt3 反应生成膦基烯醇盐络合物 [(η5-C5H5)CoIPh2PCHC(O)Ph}] (2) 和膦亚氨基盐络合物 [(分别为 η5-C5H5)CoIPh2PNC(O)Me}] (4)。配合物 cis-[Ni(i-Pr)2PNC(O)Me}2] (6) 和 cis-[NiPh2PNC(O)Me}2] (7) 类似地由 NiCl2 和 HL3 和 HL4 获得，分别在存在碱基的情况下。膦烯醇盐络合物 [Ni(i-Pr)2PCHC(O)Ph}2] (5) 以顺式和反式异构体的混合物形式存在于乙醇中，与 cis-[Ni(Ph2PCHC(O)Ph}) 不同2]，通过X射线衍射建立了5的反式异构体的固态结构，还确定了配体HL3和3·3/2CH2Cl2中配合物1、3、4、6和7的结构。通过 X 射线衍射测定，并与相关配合物 4、6 和 7 的配合物进行了比较，该配合物包含由五种不同化学元素组成的五元杂原子金属环部分。讨论了 P,O 螯合物的取代基和电子特性。
• Kurkin, A. N.; Novikova, Z. S.; Lutsenko, I. F., Journal of general chemistry of the USSR, 1980, vol. 50, # 7, p. 1183 - 1188
  作者：Kurkin, A. N.、Novikova, Z. S.、Lutsenko, I. F.

  DOI：——

  日期：——