N,N',N''-tris(2,4-xylyl)guanidine

• 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: N,N',N''-tris(2,4-xylyl)guanidine
• 英文别名: N,N',N''-tri(2,4-xylyl)guanidine；N,N',N''-tris(2,4-dimethylphenyl)guanidine；1,2,3-tris(2,4-dimethylphenyl)guanidine
• 化学式: C₂₅H₂₉N₃
• 分子量: 371.525
• InChiKey: CMCIJYDMRUCNOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  36.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N',N''-tris(2,4-xylyl)guanidine 、 palladium diacetate 以 甲苯 为溶剂， 反应 8.0h， 以88%的产率得到
  参考文献：
  名称：

  Influence of steric effect on the structural aspects of N,N′,N″-triarylguanidine derived six-membered [C,N] palladacycles

  摘要：

  Guanidine derived six-membered [C,N] palladacycles of the types [(C,N)Pd(mu-OC(O)R)](2) (1a-d), [(C,N)Pd(mu-Br)](2) (2a,b), cis-[(C,N)PdBr(L)] (3a-d, 4, and 5), and ring contracted guanidine derived five-membered [C,N] palladacycle, [(C,N)PdBr(C NXy)] (6) were prepared in high yield following the established methods with a view aimed at understanding the influence of the substituents on the aryl rings of the guanidine upon the solid state structure and solution behaviour of palladacycles. Palladacycles were characterised by microanalytical, IR, NMR and mass spectral data. The molecular structures of 1a, 1c, 2a, 2b, 3a, 3c, 3d, and 4-6 were determined by single crystal X-ray diffraction data. Palladacycles 1a and 1c were shown to exist as a dimer in transoid in-in conformation in the solid state but as a mixture of a dimer in major proportion and a monomer (kappa(2)-O,O'-OAc) in solution as deduced from H-1 NMR data. Palladacycles 2a and 2b were shown to exist as a dimer in transoid conformation in the solid state but the former was shown to exist as a mixture of a dimer and presumably a trimer in solution as revealed by a variable temperature H-1 NMR data in conjunction with ESI-MS data. The cis configuration around the palladium atom in 3a, 3c, and 3d was ascribed to steric influence of the aryl moiety of =NAr unit and that in 4-6 was ascribed to antisymbiosis. The solution behaviour of 3d was studied by a variable concentration (VC) H-1 NMR data. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.077
• 作为产物：
  描述：

  bis(2,4-dimethylphenyl)thiourea 、 2,4-二甲基苯胺 在 potassium hydroxide 作用下， 以 水 、 硝基苯 为溶剂， 反应 10.0h， 以69%的产率得到N,N',N''-tris(2,4-xylyl)guanidine
  参考文献：
  名称：

  Synthesis and conformational features of sym N,N′,N″-triarylguanidines

  摘要：

  在一锅反应中，以水合KOH为催化剂，在硝基苯中于≥105°C下，使对称N,N'-二芳基硫脲与相应的芳香胺反应，得到了产率尚可至良好的对称N,N',N"-三芳基胍。产物已经过表征。通过单晶X射线衍射数据确定，对称N,N',N"-三(4-甲苯基)胍具有反-反构型，对称N,N',N"-三(2-甲苯基)胍和N,N',N"-三(2,4-二甲苯基)胍分别具有反-反αβα构型，而对称N,N',N"-三(2-甲氧苯基)胍则具有顺-反αββ构型。这些构型的形成似乎是芳基取代基的立体因素与多个电子因素（包括n-π共轭/负超共轭以及晶格中的非共价相互作用）之间微妙平衡的结果。

  DOI：

  10.1007/s12039-010-0017-8

文献信息

• Probing the factors that influence the conformation of a guanidinato ligand in [(η⁵-C₅Me₅)M(<i>NN</i>)X] (<i>NN</i> = chelating <i>N</i>,<i>N</i>′,<i>N</i>′′-tri(<i>o</i>-substituted aryl)guanidinate(1−); X = chloro, azido and triazolato)
  作者：Robin Kumar、Ram Kishan、Jisha Mary Thomas、Sivasankar Chinnappan、Natesan Thirupathi

  DOI：10.1039/c7nj03766j

  日期：——

  sandwich complexes, namely, [(η5-Cp*)M(NN)X] (Cp* = C5Me5; NN = chelating N,N′,N′′-tri(o-substituted aryl)guanidinate(1−) ligand; M = Rh/Ir; X = Cl (9–13), N3 (14–18) and N3C2(C(O)OR)2 (19–21)), were prepared and isolated in moderate to good yields. The new complexes were fully characterized and further molecular structures of key complexes from each type were determined by single crystal X-ray diffraction

  三种类型的半夹心络合物，即，[（η 5 -Cp *）M（NN）X]（CP * = C 5我5 ; NN =螯合剂Ñ，Ñ '，Ñ '' -三（ø -取代的芳基）胍盐（1-）配体; M = Rh / Ir; X = Cl（9–13），N 3（14–18）和N 3 C 2（C（O）OR）2（19–21）））的制备和分离，收率中等至良好。对新的配合物进行了充分表征，并通过单晶X射线衍射（SCXRD）确定了每种类型的关键配合物的进一步分子结构。新的配合物揭示顺式-顺式（10，12，15和20） ，抗-抗（13和16）和抗-顺式（14，17，19 ·氯仿3和21）的构型。DFT计算是在14个构象的四个构象异构体上进行的，揭示了稳定性顺序为syn - syn（0.00 kcal mol -1）
• Synthesis, Reactivity Studies, Structural Aspects, and Solution Behavior of Half Sandwich Ruthenium(II) <i>N,N′,N″-</i>Triarylguanidinate Complexes
  作者：Taruna Singh、Ram Kishan、Munirathinam Nethaji、Natesan Thirupathi

  DOI：10.1021/ic201343w

  日期：2012.1.2

  ambient temperature afforded [(η6-C10H14)RuN3C2(C(O)OR)2}κ2(N,N′)((ArN)2C–N(H)Ar)}]·xH2O (x = 1, R = Et, Ar = C6H4Me–4 (8·H2O); x = 0, R = Me, Ar = C6H4(OMe)–2 (9), and C6H4Me–2 (10)) in moderate yield. The molecular structures of 1–6, 8·H2O, and 10 were determined by single crystal X-ray diffraction data. The ruthenium atom in the aforementioned complexes revealed pseudo octahedral “three legged

  [（η 6 -C 10 ħ 14）的RuCl（μ-Cl）的] 2（η 6 -C 10 ħ 14 =η 6 - p -cymene）进行与桥分解反应Ñ，Ñ '，Ñ “ -triarylguanidines，（ArNH）2 C═NAr，在环境温度下的甲苯，得到[（η 6 -C 10 ħ 14）的RuCl κ 2（N，N' ）（（ARN）2 C-N（H）中的Ar ）}]（Ar = C 6 H 4 Me–4（1），C 6H 4（OMe）–2（2），C 6 H 4 Me–2（3）和C 6 H 3 Me 2 –2,4（4））高收率，旨在理解取代基的影响在产物的固态结构，溶液行为和反应模式上，在胍的芳基环上具有一个或多个（s）。配合物1 - 3在与反应的NaN 3在得到环境温度下在乙醇[（η 6 -C 10 ħ 14）运行3 κ 2（N，N' ）（（ARN）2 C–N（H）Ar）}]（Ar = C 6
• Influence of the Steric/Electronic Properties of <i>N</i>-Aryl Substituents in Cycloplatinated Guanidinate(1−) Complexes on the Formation of Discrete Pt → Ag Complexes and One-Dimensional Coordination Polymer
  作者：Nitish Kumar Sinha、Vishwesh Mishra、Natesan Thirupathi

  DOI：10.1021/acs.inorgchem.2c04172

  日期：2023.5.22

  The reactions of cycloplatinated guanidinate(1−) complexes 1–6 with AgTFA (TFA = OC(O)CF3) in 1:1 and 1:2 PtII/AgI molar ratios afforded complexes containing three types of Pt2Ag2 skeletons (7–10, 11, and 13), one 1D CP containing Pt2Ag3 skeleton (16), and a Pt2Ag4 complex (17) in 91–95% (method 1), 73–82% (method 2) (7–10), and 54–79% (11, 13, 16, and 17) yields. The reactions of 11 with 2,6-XylNC

  环铂胍 (1−) 配合物1 – 6与 AgTFA (TFA = OC(O)CF 3 ) 以 1:1 和 1:2 Pt II /Ag I摩尔比反应得到含有三种 Pt 2 Ag 2的配合物骨架（7 – 10、11和13 ）、一个包含 Pt 2 Ag 3骨架的一维 CP ( 16 ) 和一个 Pt 2 Ag 4复合物 ( 17 )，浓度为 91–95%（方法 1）、73–82%（方法 2) ( 7 – 10 ), 和 54–79% (11、13、16和17 )产量。_ _ 11与 2,6-XylNC（2,6-Xyl = 2,6-Me 2 C 6 H 3）和 4-DMAP（4-二甲氨基吡啶）反应得到中性络合物18和离子络合物19， 分别。通过单晶 X 射线衍射明确确定了 12 种配合物的分子结构。十个复合物包含前所未有的 PtAg 骨架，并显示包含多个由 TFA 配体支持的配位 Pt → Ag 键，TAG
• Syntheses, structural, photophysical and theoretical studies of heteroleptic cycloplatinated guanidinate(1−) complexes bearing acetylacetonate and picolinate ancillary ligands
  作者：Vasudha Thakur、Jisha Mary Thomas、Mohammad Adnan、Chinnappan Sivasankar、G. Vijaya Prakash、Natesan Thirupathi

  DOI：10.1039/d4ra00828f

  日期：2024.4.22

  determined by single crystal X-ray diffraction. Absorption spectra of 10–19 in solution and their emission spectra in crystalline form were measured. Platinacycles 10–19 are bluish green light emitter in the crystalline form, and emit in the λPL = 488–529 nm range (11 and 13–19) while 12 emits at λPL = 570 nm. Unlike other platinacycles, the emission band of 12 is broad, red shifted, and this pattern is

  对称N , N ', N ''-三芳基胍 (ArNH) 2 C 的环铂化 NAr 与cis -[Pt(TFA) 2 (S(O)Me 2 ) 2 ] 在甲苯中得到cis -[Pt(TAG)(TFA)(S(O)Me 2 )] (TAG = 三芳基胍(1−) -κ C ,κ N ; TFA = OC(O)CF 3 ; 6–9 ) 产率 75–82%。 6–9和先前已知的顺式 -[Pt(TAG)X(S(O)Me 2 )] (X = Cl ( 1 ) 和 TFA ( 2–5 )) 与乙酰丙酮 (acacH) 或 2- 的反应吡啶甲酸 (picH) 在碱存在下提供 [Pt(TAG)(acac)] (acac = 乙酰丙酮酸-κ 2 O , O ′; 10–18 ) 和 [Pt(TAG)(pic)] (pic = 2-吡啶甲酸-κ N ,κ O ; 19 ) 产量高。通过分析、红外和多核核磁共振光谱对新
• Influence of steric effect on the structural aspects of N,N′,N″-triarylguanidine derived six-membered [C,N] palladacycles
  作者：Kanniyappan Gopi、Priya Saxena、Munirathinam Nethaji、Natesan Thirupathi

  DOI：10.1016/j.poly.2012.06.077

  日期：2013.3

  Guanidine derived six-membered [C,N] palladacycles of the types [(C,N)Pd(mu-OC(O)R)](2) (1a-d), [(C,N)Pd(mu-Br)](2) (2a,b), cis-[(C,N)PdBr(L)] (3a-d, 4, and 5), and ring contracted guanidine derived five-membered [C,N] palladacycle, [(C,N)PdBr(C NXy)] (6) were prepared in high yield following the established methods with a view aimed at understanding the influence of the substituents on the aryl rings of the guanidine upon the solid state structure and solution behaviour of palladacycles. Palladacycles were characterised by microanalytical, IR, NMR and mass spectral data. The molecular structures of 1a, 1c, 2a, 2b, 3a, 3c, 3d, and 4-6 were determined by single crystal X-ray diffraction data. Palladacycles 1a and 1c were shown to exist as a dimer in transoid in-in conformation in the solid state but as a mixture of a dimer in major proportion and a monomer (kappa(2)-O,O'-OAc) in solution as deduced from H-1 NMR data. Palladacycles 2a and 2b were shown to exist as a dimer in transoid conformation in the solid state but the former was shown to exist as a mixture of a dimer and presumably a trimer in solution as revealed by a variable temperature H-1 NMR data in conjunction with ESI-MS data. The cis configuration around the palladium atom in 3a, 3c, and 3d was ascribed to steric influence of the aryl moiety of =NAr unit and that in 4-6 was ascribed to antisymbiosis. The solution behaviour of 3d was studied by a variable concentration (VC) H-1 NMR data. (C) 2012 Elsevier Ltd. All rights reserved.