diphenyl(2-pyridyl)phosphine selenide | 337460-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diphenyl(2-pyridyl)phosphine selenide
• 英文别名: dppySe；Diphenyl(pyridin-2-yl)phosphane selenide；diphenyl-pyridin-2-yl-selanylidene-λ5-phosphane
• CAS: 337460-55-6
• 化学式: C₁₇H₁₄NPSe
• 分子量: 342.239
• InChiKey: ZFBDRIQINMTIPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 diphenyl(2-pyridyl)phosphine selenide 以 甲苯 为溶剂， 以25%的产率得到
  参考文献：
  名称：

  Reaction of [Pt{Fe(CO)3(NO)}2(PhCN)2] with diphenyl(2-pyridyl)phosphine selenide. Crystal structure of [(CO)3Fe(μ3-Se){Pt(CO)P(2-C5H4N)Ph2}2] and its theoretical study

  摘要：

  The reaction between the linear trinuclear complex [Pt{Fe(CO)(3)(NO)}(2)(PhCN)(2)] and Ph-2(2-C5H4N)PSe led to the isolation and characterization of the 46-electron cluster [(CO)(3)Fe(mu(3)-Se){Pt(CO)P(2-C5H4N)Ph-2}(2)] (1), whose structure has been determined by X-ray diffraction methods. The cluster typology, which consists of an open triangle Pt-Fe-Pt capped by a mu(3)-Se atom, is rather rare. The chemical bonding in I and in similar systems has been analyzed through density functional theory (DFT) and qualitative MO approaches. A strict analogy with the well understood L2M(mu acetylene) ML2 systems is invoked by considering I as formed by the (CO)(3)FedropSe tetrahedral unit stabilized by sidewise interactions of the triple bond with two d(10)-L2M fragments. Otherwise, the 18-electron (CO)(3)FedropSe monomer is unstable as an isolate molecule. This is confirmed by our DFT calculations that indicate how the well characterized dimer (CO)(3)Fe(mu-Se-2)Fe(CO)(3) lies as much as, approximately, 58 kcal mol(-1) deeper in energy. Finally, by considering an analogy with [L2M(mu-dichalcogen)ML2](0,+2) redox systems (M = Pd, Pt), reduction of 1 to a dianion has been hypothesized and the structure of the latter has been tentatively explored by DFT calculations. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(01)00768-x
• 作为产物：
  描述：

  二苯基-2-吡啶膦 在 potassium selenocyanate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以85%的产率得到diphenyl(2-pyridyl)phosphine selenide
  参考文献：
  名称：

  Multiple Oxidative Addition of Ph2(C5H4N)PSe to [Ru3(CO)12] − Structural Characterization of [Ru3(µ3-Se)(µ-PPh2)2(µ-C5H4N)(µ3-C5H4N)(CO)6] Containing Two Differently Metalated 2-Pyridyl Fragments

  摘要：

  DOI：

  10.1002/1099-0682(200103)2001:3<721::aid-ejic721>3.0.co;2-e

文献信息

• Reactivity of the Heterometallic Clusters [HMCo₃(CO)₁₂] and [Et₄N][MCo₃(CO)₁₂] (M = Fe, Ru) toward Phosphine Selenides, Including Selenium Transfer. Crystal Structures of [HRuCo₃(CO)₇(μ-CO)₃(μ-dppy)], [MCo₂(μ₃-Se)(CO)₇(μ-dppy)], and [RuCo₂(μ₃-Se)(CO)₇(μ-dppm)] [dppy = Ph₂(2-C₅H₄N)P, dppm = Ph₂PCH₂PPh₂]
  作者：Pierre Braunstein、Claudia Graiff、Chiara Massera、Giovanni Predieri、Jacky Rosé、Antonio Tiripicchio

  DOI：10.1021/ic010824x

  日期：2002.3.1

  [MCo2(mu3-Se)(CO)(9-x)L(y)] resulting from the selenium transfer (x = y = 1, 2, with L = monodentate ligand; x = 2, 4, and y = 1, 2, with L = bidentate ligand) (M = Fe, Ru) and (ii) tetranuclear clusters of the type [HMCo3(CO)12xL(y)] obtained by simple substitution of axial, Co-bound carbonyl groups by the deselenized phosphine ligand. The crystal structures of [HRuCo3(CO)7(mu-CO)3(mu-dppy)] (1), [MCo

  [HMCo3（CO）12]和[Et4N] [MCo3（CO）12]（M = Fe，Ru）对硒化膦如Ph3PSe，Ph2P（Se）CH2PPh2，Ph2（2-C5H4N）PSe，Ph2的反应性（2-C4H3S）PSe和Ph2 [（2-C5H4N）（2-C4H2S）] PSe已得到研究，目的是获得新的硒代羰基双金属簇。氢簇的反应给出了两类主要产物：（i）具有[MCo2（mu3-Se）（CO）（9-x）L（y）]类型的mu3-Se封端配体的三角形簇硒转移（x = y = 1，2，L =单齿配体; x = 2，4，和y = 1，2，L =双齿配体）（M = Fe，Ru）和（ii）四核簇通过简单地用去硒化的膦配体取代轴向的，Co结合的羰基而获得的[HMCo3（CO）12xL（y）]型。[HRuCo3（CO）7（mu-CO）3（mu-dppy）]的晶体结构，[MCo2（mu3-Se）（CO）7（mu-dppy）]（M
• Synthesis, spectral and molecular studies of half-sandwich arene ruthenium and Cp*Rh/Cp*Ir complexes containing bidentate P-N and E–N ligands (E = S, Se) based on diphenyl(2-pyridyl)phosphine
  作者：Mahesh Kalidasan、R. Nagarajaprakash、Kollipara Mohan Rao

  DOI：10.1080/00958972.2015.1087514

  日期：2015.11.2

  The chalcogenide ligands E=PPh2Py} (E = O, S, Se) were prepared by direct oxidation of diphenyl (2-pyridyl)phosphine using H2O2, S, and Se powder, respectively. The reaction of ligand with starting metal precursors [(arene)RuCl2](2) M = Ru, arene = benzene; p-cymene} and [Cp*MCl2](2) (M = Rh, Ir) afforded a series of cationic half-sandwich complexes, [(arene/Cp*) MClkappa(2)-(NE)-EPPh2Py)}](+). Reaction of O=PPh2Py with precursors yielded known complexes [(arene/Cp*)MCl kappa(2)-(PN)-PPh2Py)}](+) instead of expected complexes [(arene/Cp*)MClkappa(2)-(NO)-O=PPh2Py)}](+). All new complexes were isolated as PF6- counterion and characterized by spectroscopic techniques like FT-IR, NMR, mass, and UV-vis. Some representative complexes were structurally determined by X-ray crystallographic analysis, revealing typical three-legged piano stool geometry around the metal center with a five-membered metallacycle.
• Reactivity of Ph2(2-C5H4N)PSe towards Ru3(CO)12 and mononuclear MCl2(PhCN)2 (M=Pd or Pt) complexes
  作者：Daniele Belletti、Claudia Graiff、Chiara Massera、Giovanni Predieri、Antonio Tiripicchio

  DOI：10.1016/s0020-1693(02)01518-9

  日期：2003.7

  The behavior of the Ph-2(2-C5H4N)PSe ligand in the reactions with Ru-3(CO)(12) and the mononuclear complexes MCl2(PhCN)(2) (M=Pd or Pt) has been investigated. The reaction with Ru-3(CO)(12) is characterized by P=Se bond cleavage, affording the 48-electron compound [Ru-3(mu(3)-Se)(mu-PPh2)(2)(mu-C5H4N)(mu(3)-C5H4N)(CO)(6)] (1), the open triangular 50-electron nido clusters [Ru-3(mu(3)-Se),(CO)(9-n) P(2-C5H4N)Ph-2}] (2 and 3, for n=1 and 2, respectively) and the octahedral 62-electron closo cluster [Ru-4(mu(4)-Se)(2)(CO)mu-P, N-Ph-2(2-C5H4N)P}] (4). The cluster 1 derives by the multiple fragmentation of two phosphine ligands on the metal triangle involving the P=Se and P-C bond cleavages. The molecular structure of 4 shows a short Ru...P non-bonding separation that can be viewed as a preliminary step towards the P-C bond cleavage. In the reactions with MCl2(PhCN)(2) (M=Pd, Pt) Ph-2(2-C5H4N)PSe remains intact affording mononuclear neutral complexes of the type MCl2N,Se-Ph-2(2-C5H4N)PSe}. The crystal structure of the palladium derivative 5 has been determined by X-ray diffraction methods. (C) 2003 Elsevier Science B.V. All rights reserved.
• Multiple Oxidative Addition of Ph2(C5H4N)PSe to [Ru3(CO)12] − Structural Characterization of [Ru3(µ3-Se)(µ-PPh2)2(µ-C5H4N)(µ3-C5H4N)(CO)6] Containing Two Differently Metalated 2-Pyridyl Fragments
  作者：Daniele Cauzzi、Claudia Graiff、Chiara Massera、Giovanni Predieri、Antonio Tiripicchio

  DOI：10.1002/1099-0682(200103)2001:3<721::aid-ejic721>3.0.co;2-e

  日期：2001.3
• Reaction of [Pt{Fe(CO)3(NO)}2(PhCN)2] with diphenyl(2-pyridyl)phosphine selenide. Crystal structure of [(CO)3Fe(μ3-Se){Pt(CO)P(2-C5H4N)Ph2}2] and its theoretical study
  作者：Claudia Graiff、Andrea Ienco、Chiara Massera、Carlo Mealli、Giovanni Predieri、Antonio Tiripicchio、Franco Ugozzoli

  DOI：10.1016/s0020-1693(01)00768-x

  日期：2002.3

  The reaction between the linear trinuclear complex [PtFe(CO)(3)(NO)}(2)(PhCN)(2)] and Ph-2(2-C5H4N)PSe led to the isolation and characterization of the 46-electron cluster [(CO)(3)Fe(mu(3)-Se)Pt(CO)P(2-C5H4N)Ph-2}(2)] (1), whose structure has been determined by X-ray diffraction methods. The cluster typology, which consists of an open triangle Pt-Fe-Pt capped by a mu(3)-Se atom, is rather rare. The chemical bonding in I and in similar systems has been analyzed through density functional theory (DFT) and qualitative MO approaches. A strict analogy with the well understood L2M(mu acetylene) ML2 systems is invoked by considering I as formed by the (CO)(3)FedropSe tetrahedral unit stabilized by sidewise interactions of the triple bond with two d(10)-L2M fragments. Otherwise, the 18-electron (CO)(3)FedropSe monomer is unstable as an isolate molecule. This is confirmed by our DFT calculations that indicate how the well characterized dimer (CO)(3)Fe(mu-Se-2)Fe(CO)(3) lies as much as, approximately, 58 kcal mol(-1) deeper in energy. Finally, by considering an analogy with [L2M(mu-dichalcogen)ML2](0,+2) redox systems (M = Pd, Pt), reduction of 1 to a dianion has been hypothesized and the structure of the latter has been tentatively explored by DFT calculations. (C) 2002 Elsevier Science B.V. All rights reserved.