(p-tolyl)3PCHCOC6H4NO2 | 960316-89-6

• 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: (p-tolyl)3PCHCOC6H4NO2
• 英文别名: (p-tolyl)3P=CHCOC6H4-p-NO2；1-(4-Nitrophenyl)-2-[tris(4-methylphenyl)-lambda5-phosphanylidene]ethanone；1-(4-nitrophenyl)-2-[tris(4-methylphenyl)-λ5-phosphanylidene]ethanone
• CAS: 960316-89-6
• 化学式: C₂₉H₂₆NO₃P
• 分子量: 467.504
• InChiKey: QZIXGBPTPZDWCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (p-tolyl)3PCHCOC6H4NO2 、 mercuric(II) nitrate monohydrate 以 甲醇 为溶剂， 以79.1%的产率得到[((p-tolyl)3PCHC(O)C6H4NO3)Hg(NO3)(μ-NO3)](n)
  参考文献：
  名称：

  Synthesis and characterization of new nitrate-bridged polymeric complexes of mercury(II) with phosphorus ylides

  摘要：

  Reaction of phosphorus ylides of the type X-C6H4- COCH = PAr3 (X = Cl and NO2; Ar = phenyl and p-tolyl) with Hg(NO3)(2) center dot H2O in equimolar ratios using methanol as solvent are reported. X-ray crystal structure analysis of [Hg(ClC6H4C(O)CHPPh3)(NO3)(mu-NO3)](n) center dot (DMSO)(n) shows that the 1:1 complex adopts the noncentrosymmetric polymeric structure in the solid state with NO3- anion bridges. Variation of temperature or concentration in a P-31 NMR study indicates that the disappearance of satellites, due to coupling to 199 Hg, occurs at increasing temperature or decreasing concentration. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.08.044
• 作为产物：
  描述：

  (2-(4-nitrophenyl)-2-oxoethyl)tri-p-tolylphosphonium bromide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 以85%的产率得到(p-tolyl)3PCHCOC6H4NO2
  参考文献：
  名称：

  RCOCH=PAr3，（R=MeO-C6H4，Cl-C6H4，NO2-C6H4，α-噻吩基和萘基；Ar = 对甲苯基或苯基）的 α-酮基稳定叶立德的合成和 NMR 研究

  摘要：

  报道了五种新型鏻盐和相关的 R-COCH=PAr 3 型磷叶立德的合成和表征。溴 4'-甲氧基/氯/硝基苯乙酮、α-噻吩和萘酰基苯乙酮与三苯基膦或三对甲苯基膦在丙酮中的反应得到鏻盐。这些盐在氢氧化钠水溶液中脱氢形成叶立德。通过IR、 1 H、 13 C、 31 P NMR和元素分析对获得的化合物进行表征。

  DOI：

  10.1002/jccs.200800029

文献信息

• Synthesis and NMR Study of α-Keto Stabilized Ylides of the Type RCOCH=PAr₃, (R=MeO-C₆H₄, Cl-C₆H₄, NO₂-C₆H₄, α-Thiophenyl and Naphthyl; Ar = p-Tolyl or Phenyl)
  作者：Seyyed Javad Sabounchei、Hassan Nemattalab、Vida Jodaian

  DOI：10.1002/jccs.200800029

  日期：2008.2

  Synthesis and characterization of five new phosphonium salts and related phosphorus ylides of the type R-COCH=PAr 3 are reported. The reaction of bromo 4'-methoxo/chloro/nitro acetophenone, α-thiophenyl and naphthoyl acetophenone with triphenylphosphine or triparatolylphosphine in acetone gives phosphonium salts. Dehydrogenation of these salts in aqueous sodium hydroxide solution form ylides. Characterization

  报道了五种新型鏻盐和相关的 R-COCH=PAr 3 型磷叶立德的合成和表征。溴 4'-甲氧基/氯/硝基苯乙酮、α-噻吩和萘酰基苯乙酮与三苯基膦或三对甲苯基膦在丙酮中的反应得到鏻盐。这些盐在氢氧化钠水溶液中脱氢形成叶立德。通过IR、 1 H、 13 C、 31 P NMR和元素分析对获得的化合物进行表征。
• Synthesis of new phosphorus ylides: Spectroscopic and X-ray structural studies
  作者：Seyyed Javad Sabounchei、Parisa Shahriary、Zabiholla Bolboli Nojini、Hamid Reza Khavasi、Cengiz Arici、Hakan Dal

  DOI：10.1002/hc.20633

  日期：——

  have been C-acylated by acetic anhydride to obtain new types of phosphorus ylides. Synthesis and characterization of six phosphorus ylides of the type Ar3PC(COCH3)(COR) are reported. The reaction of (p-tolyl)3PCHCOC6H5} (I), (p- tolyl)3PCHCOC6H4NO2} (II), Ph3PCHCOC6H4NO2} (III), Ph3PCHCOC6H4OCH3} (IV), (p-tolyl)3PCHCOCH3} (V), and Ph3PCHCOOCH2C6H5} (VI) with acetic anhydride in dry chloroform as

  稳定的正膦，Ar3P = CHCOR（R = C6H5、C6H4NO2、C6H4OCH3、CH3、OCH2C6H5；Ar = 对甲苯基或苯基），已被乙酸酐C-酰化以获得新型磷叶立德。报告了六种 Ar3PC(COCH3)(COR) 型磷叶立德的合成和表征。(p-tolyl)3PCHCOC6H5}(I)、(p-tolyl)3PCHCOC6H4NO2}(II)、Ph3PCHCOC6H4NO2}(III)、Ph3PCHCOC6H4OCH3}(IV)、(p-tolyl)3PCHCOCH3}( V) 和 Ph3PCHCOOCH2C6H5} (VI) 与无水氯仿中的乙酸酐作为溶剂得到 (p-tolyl)3PC(COMe)(COC6H5), α-乙酰基-α-苯甲酰基甲基-列三苯基正膦 (1), (p-tolyl )3PC(COMe) (COC6H4NO2)} (2), Ph3PC(COMe)(COC6H4NO2)}
• New Pd‐phosphorus ylide complexes based on FC ₆₀ as heterogeneous nano‐catalyst for H/D exchange reaction
  作者：Abed Yousefi、Seyyed Javad Sabounchei、Ali Hashemi

  DOI：10.1002/aoc.6139

  日期：2021.3

  In this account, new Pd(0) complexes of phosphorus ylides based on fullerene C60 (FC60) were synthesized and utilized as the first fullerene‐based heterogeneous nano‐catalysts for H/D exchange reaction. Four new palladacyclopropa‐[60]fullerene complexes 1–4, [(η2‐C60)Pd(Y1–4)2] (Y1 = PPh3CHC(O)C6H4‐p‐NO2, Y2 = PPh3CHC(O)C6H4‐p‐CH3, Y3 = (p‐tolyl)3P‐CHC(O)C6H4‐p‐NO2, and Y4 = (p‐tolyl)3P‐CHC(O)C6H4‐p‐CH3)

  因此，合成了基于富勒烯C 60（FC 60）的磷酰磷的新型Pd（0）配合物，并被用作第一个基于富勒烯的多相纳米催化剂进行H / D交换反应。四个新palladacyclopropa- [60]富勒烯复合物1 - 4，[（η 2 -C 60）的Pd（Ý 1-4）2 ]（Ý 1 = PPH 3 CHC（O）C 6 H ^ 4 - p -NO 2，ÿ 2 = PPH 3 CHC（O）C 6 H ^ 4 -p‐ CH 3，Y 3 =（对甲苯基）3 P‐CHC（O）C 6 H 4 ‐ p‐ NO 2和Y 4 =（对甲苯基）3 P‐CHC（O）C 6 H 4 - p -CH 3），是通过在相关α酮溶解稳定磷在甲苯溶液中叶立德FC的存在下60和Pd（DBA）2（DBA =苄基丙酮）。使用核磁共振（NMR）（1 H，13 C和31 P），红外光谱（IR），紫外可见光谱（UV-visible），荧光，电喷雾
• A series of nanoscaled Pt(0)‐phosphorus ylide complexes based on [60]fullerene: Synthesis, characterization, and in vitro biological assessments
  作者：Abed Yousefi、Seyyed Javad Sabounchei、Seyed Hamed Moazzami Farida、Nosrat Rahmani

  DOI：10.1002/aoc.6472

  日期：2022.1

  Herein, A type of Pt(0) complexes based on fullerene C60 including phosphorus ylides as monodentate ligands, [(η2-C60)Pt(Y1–4)2] (Y1 = PPh3CHC(O)C6H4-p-NO2, Y2 = PPh3CHC(O)C6H4-p-CH3, Y3 = (p-tolyl)3P-CHC(O)C6H4-p-NO2, Y4 = (p-tolyl)3P-CHC(O)C6H4-p-CH3), were synthesized via adding of related monodentate phosphorus ylide to toluene solution of C60 and Pt (dba)2 (dba = dibenzylideneacetone). The structures

  在此，一种基于富勒烯C 60的Pt(0)配合物，包括磷叶立德作为单齿配体，[(η 2 -C 60 )Pt( Y 1–4 ) 2 ] ( Y 1  = PPh 3 CHC(O)C 6 H 4 - p -NO 2 , Y 2  = PPh 3 CHC(O)C 6 H 4 - p -CH 3 , Y 3  = (对甲苯基) 3 P-CHC(O)C 6 H 4 -p -NO 2 , Y 4  = ( p -tolyl) 3 P-CHC(O)C 6 H 4 - p -CH 3 )，通过在C 60和Pt (dba )的甲苯溶液中加入相关的单齿磷叶立德合成) 2 (dba = 二亚苄基丙酮)。使用 IR、NMR ( 1 H、13 C 和31P)、紫外-可见光、ESI-MS 和 EDX 光谱、热曲线 TGA 和电子显微镜图像（扫描电子显微镜、SEM 和透射电子显微镜、TEM）。配合物的分子结构清楚地表明，
• Synthesis and characterization of binuclear mercury(II) complexes of phosphorus ylides, X-ray analysis and multinuclear NMR measurements
  作者：Seyyed Javad Sabounchei、Hassan Nemattalab、Sadegh Salehzadeh、Sima Khani、Mehdi Bayat、Harry Adams、Michael D. Ward

  DOI：10.1016/j.ica.2008.03.015

  日期：2009.1

  The reactions of phosphorus ylide (p-tolyl)(3)PCHC(O)CH(3) (Y(1)) with HgX(2) ( X = Cl and Br) and (p-tolyl)(3)-PCHC(O)C(6)H(4)NO(2) (Y(2)) with HgX(2) (X = Cl, Br and I) in equimolar ratios using methanol as a solvent are reported. These reactions led to binuclear complexes. C-Coordination of ylides and trans-like structure of complexes [(Y(1)) center dot HgBr(2)](2) and [(Y(2)) center dot HgBr(2)](2) center dot 2DMSO are demonstrated by single crystal X-ray analyses. The IR, (1)H, (13)C and (31)P NMR data for the other synthesized compounds are similar to the latter complexes, indicating similar structures. Elemental analyses indicate a 1: 1 stoichiometry between the ylide and Hg(II) halide in all the products. The ab initio studies indicated that for all dimeric compounds, the observed trans-like structures are 7-10 kcal/mol more stable than the alternative possible cis-like isomers. Although the calculated bond lengths are slightly longer than the measured ones, the similarity of calculated and measured bond angles reflects the similar geometrical structures for these compounds in both the solid state and the gas phase. (c) 2008 Elsevier B.V. All rights reserved.