N-[1-[(Diphenylphosphanyl)-methyl]-2,2-dimethyl-prop-(Z)-ylidene]-N'-[1,2,2-trimethyl-prop-(E)-ylidene]-hydrazine | 156783-24-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[1-[(Diphenylphosphanyl)-methyl]-2,2-dimethyl-prop-(Z)-ylidene]-N'-[1,2,2-trimethyl-prop-(E)-ylidene]-hydrazine
• CAS: 156783-24-3
• 化学式: C₂₄H₃₃N₂P
• 分子量: 380.513
• InChiKey: VDCKUUQYHRQXQJ-HWHBRYGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  chlorodicarbonyl(p-toluidine)iridium 、 N-[1-[(Diphenylphosphanyl)-methyl]-2,2-dimethyl-prop-(Z)-ylidene]-N'-[1,2,2-trimethyl-prop-(E)-ylidene]-hydrazine 以 苯 为溶剂， 以62%的产率得到[IrH(Cl)(CO)(PPh2CH2C(Bu(t))=N-N=C(Bu(t))CH2)]
  参考文献：
  名称：

  诱导醛或甲基酮衍生的嗪中某些芳基，杂环基，烯基或烷基的CH键裂变（环化）的一般策略

  摘要：

  膦Z -PPh 2 CH 2 C（Bu t）NNH 2 I已被证明是一种方便的“试剂”，用于将醛或酮转化为嗪，然后可以通过CH键裂变快速环化以生成铱（III）氢化物。的缩合我与一系列取代的苯甲醛的（RCHO），得到类型的混合吖嗪Ž，ë -PPh 2 CH 2 C（卜吨）N-N CHR [R = C 6 H ^ 2（OME）3 -3,4， 5 IIA，博士IIb，C 6 H 4 OMe-4 IIc，C 6 H 4 NO 2 -4 IId，C 6 H 4 Br-2 IIe，C 6 H 4 Cl-2 IIf，C 6 H 4 F-2 IIg，C 6 H 4 OH-2 IIh或C 6 H 2（OH-2）（OMe）2 -4,6，IIi ]。该ž，ē构型对于随后的环金属化是必要的，并且当将嗪IIa在苯中于75°C下用[IrCl（CO）2（H 2 NC 6 H 4 Me- p）]处理5分钟时，它会发生芳基

  DOI：

  10.1039/dt9950001689
• 作为产物：
  描述：

  频哪酮 、 2-Butanone, 1-(diphenylphosphino)-3,3-dimethyl-, hydrazone, (2Z)- 以61%的产率得到N-[1-[(Diphenylphosphanyl)-methyl]-2,2-dimethyl-prop-(Z)-ylidene]-N'-[1,2,2-trimethyl-prop-(E)-ylidene]-hydrazine
  参考文献：
  名称：

  诱导醛或甲基酮衍生的嗪中某些芳基，杂环基，烯基或烷基的CH键裂变（环化）的一般策略

  摘要：

  膦Z -PPh 2 CH 2 C（Bu t）NNH 2 I已被证明是一种方便的“试剂”，用于将醛或酮转化为嗪，然后可以通过CH键裂变快速环化以生成铱（III）氢化物。的缩合我与一系列取代的苯甲醛的（RCHO），得到类型的混合吖嗪Ž，ë -PPh 2 CH 2 C（卜吨）N-N CHR [R = C 6 H ^ 2（OME）3 -3,4， 5 IIA，博士IIb，C 6 H 4 OMe-4 IIc，C 6 H 4 NO 2 -4 IId，C 6 H 4 Br-2 IIe，C 6 H 4 Cl-2 IIf，C 6 H 4 F-2 IIg，C 6 H 4 OH-2 IIh或C 6 H 2（OH-2）（OMe）2 -4,6，IIi ]。该ž，ē构型对于随后的环金属化是必要的，并且当将嗪IIa在苯中于75°C下用[IrCl（CO）2（H 2 NC 6 H 4 Me- p）]处理5分钟时，它会发生芳基

  DOI：

  10.1039/dt9950001689

文献信息

• A general method of promoting oxidative addition of C–H bonds to iridium(<scp>I</scp>) using azine phosphines
  作者：Sarath D. Perera、Bernard L. Shaw

  DOI：10.1039/c39940001203

  日期：——

  Treatment of [IrCl(CO)2(p-toludine)] with azine phosphines of type Z,E-PPh2CH2C(But)N–NC(Q)R, Q = H or Me, R = an organic group, activates aryl, heterocyclic, alkenyl or aliphatic C–H bonds to give cyclometallated iridium(III) hydrides.

  用 Z,E-PPh2CH2C(But)N−NC(Q)R 型吖嗪膦处理 [IrCl(CO)2(p-toludine)]，Q = H 或 Me，R = 有机基团，活化芳基、杂环、烯基或脂肪族C-H键，得到环金属化铱(III)氢化物。
• A general method of promoting agostic interactions (Ruâ†�–H_a–C) using azine phosphines
  作者：Sarath D. Perera、Bernard L. Shaw

  DOI：10.1039/c39940001201

  日期：——

  Treatment of [RuCl2(PPh3)3] with azine phosphines gives complexes showing strong agostic interactions between ruthenium and C–H bonds of tert-butyl, methyl, aryl or alkenyl groups in dynamic systems; for example, all nine hydrogens of a tert-butyl group are agostically interacting with ruthenium on the NMR timescale at 20 °C.

  用氮丙啶膦处理[RuCl2(PPh3)3]，得到在动态体系中钌与叔丁基、甲基、芳基或烯基的C-H键之间存在强非共价相互作用的复合物；例如，在20°C时，在核磁共振时间尺度上，叔丁基的所有九个氢原子都与钌存在非共价相互作用。
• A general method of generating agostic interaction between Ru^IIand C–H bonds of tert-butyl, methyl, aryl, heterocyclic or alkenyl groups using azine phosphines
  作者：Sarath D. Perera、Bernard L. Shaw

  DOI：10.1039/dt9950003861

  日期：——

  Treatment of [RuCl2(PPh(3))(3)] 2 with the azine phosphine Z,E-PPh(2)CH(2)C(Bu(t))=N-N=C(Me) Bu(t) 3a, derived from MeC(=O)Bu(t), gave the delta-agostic tert-butyl complex mer,trans-[RuCl2(PPh(3))PPh(2)CH(2)-C(Bu(t))=N-N=C(Me)Bu(t)}] 4a, in which all nine hydrogens of the tert-butyl group are agostically interacting with ruthenium on the NMR time-scale at 20 degrees C. The analogous delta-agostic tert-butyl complex mer,trans-[RuCl2(PPh(3))PPh(2)CH(2)C(Bu(t))=N-N=C(H)Bu(t)}] 4b was also prepared. Treatment of 2 with the symmetrical azine diphosphine Z,Z-PPh(2)CH(2)C(Bu(t))=N-N=C(Bu(t))CH(2)PPh(2) 5 gave the delta-agostic tert-butyl complex mer,trans-[RuCl2(PPh(3))PPh(2)CH(2)C(Bu(t))=N-N=C(Bu(t))CH(2)PPh(2)}] 6, in which one of the PPh, groups is unco-ordinated. Treatment of 2 with the azine phosphine Z,E-PPh(2)CH(2)C(Bu(t))=N-N=C10H16 7, derived from pinacolone-fenchone mixed azine, gave the F-agostic methyl complex mer,trans-[RuCl2(PPh(3))PPh(2)CH(2)C(Bu(t))=N-N=C10H16}] 8, in which the methyl group ((CH3)-H-10) in the 1-position of the fenchone residue interacts with ruthenium (fenchone = 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one). The unsymmetrical camphor azine monophosphine Z,Z-PPh(2)-C10H15N-N=C10H16 9 also gave a similar delta-agostic methyl complex mer,trans-[RuCl2(PPh(3))PPh(2)C(10)H(15)N-N=C10H16}] 10 (camphor = 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one). Treatment of 2 with the azine Z,E-PPh(2)CH(2)C(Bu(t))=N-N=CH(C(6)H(4)NMe(2)-4) 11a, derived from 4-dimethylaminobenzaldehyde, gave the delta-agostic complex mer,trans-[RuCl2(PPh(3))PPh(2)CH(2)C(Bu(t))=N-N=CH(C(6)H(4)NMe(2)- 4)}] 12a, in which the hydrogens in the 2 and 6 positions of the aryl group are agostically interacting with ruthenium. Similarly, the azines 11b and 11c, derived from 4-methoxybenzaldehyde or 4-nitrobenzaldehyde, gave the delta-agostic complexes 12b and 12c, respectively. Treatment of 2 with the azine 13, derived from 1-methylpyrrole-2-carbaldehyde. gave the delta-agostic complex 14, in which the hydrogen in the 3-position of the heterocyclic group is agostically interacting with ruthenium. Treatment of 2 with the azine 15, derived from benzylideneacetone, gave the delta-agostic alkenyl complex 16. Proton, P-31-H-1} and some C-13-H-1} NMR data are given.