diallyl(diisopropylamino)phosphine | 189098-86-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: diallyl(diisopropylamino)phosphine
• 英文别名: P-(diallyl)-N-(diisopropyl)aminophosphine；N-bis(prop-2-enyl)phosphanyl-N-propan-2-ylpropan-2-amine
• CAS: 189098-86-0
• 化学式: C₁₂H₂₄NP
• 分子量: 213.303
• InChiKey: PPXMKKBFKYURCK-UHFFFAOYSA-N

物化性质

• 沸点：
  255.2±43.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  diallyl(diisopropylamino)phosphine 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 磷杂苯
  参考文献：
  名称：

  Floch, Pascal Le; Mathey, Francois, Journal of the Chemical Society. Chemical communications, 1993, # 16, p. 1295 - 1296

  摘要：

  DOI：
• 作为产物：
  描述：

  二氯-N,N-二异丙基亚磷酰胺 、 烯丙基溴化镁 以 四氢呋喃 为溶剂， 生成 diallyl(diisopropylamino)phosphine
  参考文献：
  名称：

  Floch, Pascal Le; Mathey, Francois, Journal of the Chemical Society. Chemical communications, 1993, # 16, p. 1295 - 1296

  摘要：

  DOI：

文献信息

• Chemistry of transition-metal complexes containing functionalized phosphines: synthesis and structural analysis of rhodium(I) complexes containing allyl and cyanoalkylphosphines
  作者：Reinaldo Atencio、Gustavo Chacón、Lisbeth Mendoza、Teresa González、Julia Bruno-Colmenarez、Merlin Rosales、Briceño Alexander、Edgar Ocando-Mavárez

  DOI：10.1107/s2053229620011420

  日期：2020.9.1

  2)] or [Rh(acac)(CO)(tBuP(CH2CN)2}] (2b), (acetylacetonato‐κ2O,O′)carbonyl[3‐(diphenylphosphanyl)propanenitrile‐κP]rhodium(I), [Rh(C5H7O2)(C15H14N)(CO)] or [Rh(acac)(CO)Ph2P(CH2CH2CN)}] (2h), and (acetylacetonato‐κ2O,O′)carbonyl[3‐(di‐tert‐butylphosphanyl)propanenitrile‐κP]rhodium(I), [Rh(C5H7O2)(C11H22N)(CO)] or [Rh(acac)(CO)tBu2P(CH2CH2CN)}] (2i), showed a square‐planar geometry around the Rh atom

  通过[Rh（aCAC）（CO）2 ]（aCAC为乙酰丙酮酸酯）与相应的烯丙基，氰基甲基或n-基的反应，可以制备出一系列以官能化膦取代的相关乙酰丙酮酸酯-羰基-铑化合物，收率良好。氰乙基取代的膦。所有化合物均通过31 P，1 H，13 C NMR和IR光谱充分表征。（乙酰丙酮-κ的X射线结构2 ö，Ö '）（叔-butylphosphanedicarbonitrile-κ P）carbonylrhodium（I），铑[Rh（C 5 H ^ 7 Ò 2）（CO）（C 8 H ^ 13Ñ 2）]或[铑（ACAC）（CO）（吨BUP（CH 2 CN）2 }]（2B），（乙酰丙酮-κ 2 ø，ö '）羰基[3-（二苯基膦基）丙腈-κ P ]铑（I），[Rh（C 5 H 7 O 2）（C 15 H 14 N）（CO）]或[Rh（aCAC）（CO）Ph 2 P（CH 2 CH 2 CN）}]（2h）和（乙酰丙酮-κ
• Synthesis and characterization of trinuclear osmium clusters containing diallylphosphines as hemilabile ligands: Experimental and theoretical studies of their reactivity with nucleophilic molecules
  作者：Deisy Peña、Yomaira Otero、Alejandro Arce、Lenin Díaz、Ysaura De Sanctis、Edgar Ocando–Mavarez、Juan M. García、Rubén Machado、Teresa González

  DOI：10.1016/j.jorganchem.2014.08.023

  日期：2014.12

  Solid–state structures of [Os3(CO)10μ:κ3(P,C,C)–RP(CH2CCH2)2}] [R = iPr2N (1a), o–MeOC6H4 (1c)], [Os3(CO)10κ1(P)–iPr2NP(CH2CCH2)2}L] [L = CO (3a), PPh3 (4a)], [Os3(CO)9(PPh3)μ:κ3(P,C,C)–iPr2NP(CH2CCH2)2}] (5a) and [Os3(CO)10(μ:η1:η3–C3H4)κ1(P)–p–MeOC6H4P(CH2CCH2)2}] (6b) were established by X–ray crystallography; all products obtained were also characterized by IR and NMR (1H, 13C1H}, 31P1H},

  从簇[Os 3（CO）10（MeCN）2 ]和RP（CH 2 CH CH 2）2开始，合成了一系列含有烯基膦配体的[Os 3（CO）12 ]膦取代的衍生物，其中R =  i Pr 2 N，o‒ MeOC 6 H 4或p− MeOC 6 H 4。结果表明，这些膦中的末端烯基取代基在金属三角形处发生配位，从而产生通过双键配位的烯丙基片段。的固态结构[O的3（CO）10 μ：κ 3（P，C，C）-RP（CH 2 ç CH 2）2 }] [R = 我镨2 N（1A），Ô -MeOC 6 ħ 4（1C）]，[O的3（CO）10 κ 1（P） -我镨2 NP（CH2 Ç CH 2）2 } L] [L = CO（图3a），PPH 3（图4a）]，[O的3（CO）9（PPH 3）μ：κ 3（P，C，C） -我镨2 NP（CH 2 ç CH 2）2 }]（图5a）和[O的3（CO）10（μ：η 1：η
• Chemistry of transition-metal complexes containing functionalized phosphines. Part 2. Cationic rhodium(I) complexes stabilized by hemilabile diallylphosphines
  作者：Juan Manuel García、David Santiago Coll、Edgar Ocando-Mavárez、Julian Ascanio、Sarah Pekerar、Reinaldo Atencio、Teresa Gonzalez、Alexander Briceño、Edward Avila、Merlin Rosales

  DOI：10.1016/j.ica.2014.02.011

  日期：2014.4

  Cationic rhodium(I) complexes of the type [Rh(COD)k(3)(P,C,C)-RP(CH2CH=CH2)(2)}][BF4] (R = Bu-t 3a, Ph 3b, (i)Pr2N 3c) have been synthesized starting from the chloro-bridged dimer [Rh-2(mu-Cl)(2)(COD)(2)] and fully characterized by P-31H-1}, H-1 and C-13H-1} NMR. X-ray diffraction analysis of 3a and 3c showed a square planar geometry around of the rhodium atom, with allyl-phosphine ligands in a chelating fashion due to coordination of only one of the allylic double bonds while the other allyl moiety is located away from the metal center. Crystals of 3c showed the presence of the two enantiomers in the asymmetric unit. In solution, a dynamic equilibrium of exchange between the two allylic double bonds was detected by low temperature NMR analysis. Hemilabile properties of diallylphosphine ligands have been demonstrated by ligand exchange reactions and the reversible displacement of coordinated allylic double bond by acetonitrile have been observed. DFT calculations have been performed to explain the order of reactivity on removing the acetonitrile ligand under high vacuum. (C) 2014 Published by Elsevier B.V.
• Synthesis, characterization and reactivity of dinuclear rhenium complexes containing hemilabile phosphines as ligands: X-ray structures of diax-[Re2(CO)8{κ1(P)-Ph2P(CH2)2CN}2], [Re2(CO)8{μ:κ3(P,C,C)-iPr2NP(CH2CHCH2)2}] and diax-[Re2(CO)8(PPh3){κ1(P)-p-MeOC6H4P(CH2CHCH2)2}]
  作者：Deisy Peña、Yomaira Otero、Alejandro Arce、Juan M. García、David S. Coll、Edgar Ocando-Mavarez、Rubén Machado、Teresa González

  DOI：10.1016/j.ica.2015.10.013

  日期：2016.1

  The reaction of [Re-2(CO)(8)(MeCN)(2)] with cyanoethylphosphines affords mono- and disubstituted compounds where the phosphine ligand is kappa(1)(P)-coordinated. When diallylphosphines are used as ligands, the mu:kappa(3)(P, C, C)-coordination through the phosphorus atom and an allyl fragment is observed. The hemilabile behavior of the diallyl(p-methoxyphenyl) phosphine ligand was confirmed via the cleavage of the allyl p-coordination when [Re-2(CO)(8)mu:kappa(3)(P,C,C)-p-MeOC6H4P(CH2CH=CH2)(2)}](6) reacts with nucleophiles, such as CO and PPh3. In contrast, the compound [Re-2(CO)(8)mu:kappa(3)(P, C, C)-(Pr2NP)-Pr-i(CH2CH=CH2)(2)}] (4) does not react in the presence of nucleophiles, suggesting that the metal-allyl p-bonding interaction is stronger for diallyldiisopropylaminophosphine than diallyl(p-methoxyphenyl) phosphine ligand. Furthermore, photolysis of [Re-2(CO)(9)kappa(1)(P)-p-MeOC6H4P(CH2CH=CH2)(2)}] (5) and diax-[Re-2(CO)(8)(PPh3) kappa(1)(P)-p-MeOC6H4P(CH2CH=CH2)(2)}] (8) in dichloromethane at room temperature undergoes to rhenium- rhenium bond cleavage to give mononuclear derivatives. (C) 2015 Elsevier B.V. All rights reserved.