1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene | 588691-60-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene
• 英文别名: 4-[[2,4,6-Trimethyl-3,5-bis(pyridin-4-ylsulfanylmethyl)phenyl]methylsulfanyl]pyridine；4-[[2,4,6-trimethyl-3,5-bis(pyridin-4-ylsulfanylmethyl)phenyl]methylsulfanyl]pyridine
• CAS: 588691-60-5
• 化学式: C₂₇H₂₇N₃S₃
• 分子量: 489.729
• InChiKey: PUXAEHCXPVYFKK-UHFFFAOYSA-N

物化性质

• 熔点：
  229-231 °C
• 沸点：
  686.7±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  mercury(II) iodide 、 1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene 以 甲醇 为溶剂， 以31%的产率得到[Hg(1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene)I2]
  参考文献：
  名称：

  Metal–Organic Hybrids of 1,3,5‐Tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with Mercuric Halides

  摘要：

  AbstractSynthesis and solid‐state structure elucidation of metal–organic hybrids of 1,3,5‐tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with HgII halides (HgCl2, HgBr2, and HgI2) are reported. In the metal‐hybrids of L1, a reaction with HgCl2 in dmso as well as in dmf gave host–guest complexes, 1a and 1b, respectively, with the corresponding solvent of crystallization as the guests, while a reaction with HgI2 gave open‐frame network structures without any solvent of crystallization from both dmso and dmf (1c). However, reaction with HgBr2 gave crystals of two different morphologies from each solvent dmso and dmf (1d–1f), which corresponds to the structures with and without solvent of crystallization that resemble the related structures formed by HgCl2 and HgI2, respectively. Three‐dimensional structures of all the compounds were characterized by single‐crystal X‐ray diffraction methods. While 1a and 1b crystallize in triclinic P$\bar {1}$ space groups 1a: a = 9.049(2), b = 13.646(4), c = 16.298(4) Å, α = 111.99(1), β = 90.43(1), γ = 101.57(1)°, Z = 2, V = 1820.6(8) Å3; 1b: a = 8.979(3), b = 13.611(5), c = 16.355(5) Å, α = 111.57(1), β = 92.37(1), γ = 101.07(1)°, Z = 2, V = 1810.05(11) Å3, complexes 1c–1f crystallize into monoclinic space groups [1c: C2/c, a = 27.661(7), b = 18.821(4), c = 15.786(4) Å, β = 113.13(1), Z = 4, V = 7558(3) Å3, 1d: P21/c, a = 17.950(5), b = 9.031(2), c = 22.200(6) Å, β = 113.62(1), Z = 4, V = 3297.3(15) Å3, 1e: C2/c, a = 26.753(15), b = 18.415(10), c = 14.940(7) Å, β = 109.50(1), Z = 4, V = 6938(6) Å3, 1f: P21/n, a = 17.697(10), b = 9.224(5), c = 21.933(12) Å, β = 112.50(1), Z = 4, V = 3308(3) Å3]. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

  DOI：

  10.1002/ejic.200600867
• 作为产物：
  描述：

  吡啶-4(1H)-硫酮 、 2,4,6-三溴甲基三甲基苯 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以72%的产率得到1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene
  参考文献：
  名称：

  Metal–Organic Hybrids of 1,3,5‐Tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with Mercuric Halides

  摘要：

  AbstractSynthesis and solid‐state structure elucidation of metal–organic hybrids of 1,3,5‐tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with HgII halides (HgCl2, HgBr2, and HgI2) are reported. In the metal‐hybrids of L1, a reaction with HgCl2 in dmso as well as in dmf gave host–guest complexes, 1a and 1b, respectively, with the corresponding solvent of crystallization as the guests, while a reaction with HgI2 gave open‐frame network structures without any solvent of crystallization from both dmso and dmf (1c). However, reaction with HgBr2 gave crystals of two different morphologies from each solvent dmso and dmf (1d–1f), which corresponds to the structures with and without solvent of crystallization that resemble the related structures formed by HgCl2 and HgI2, respectively. Three‐dimensional structures of all the compounds were characterized by single‐crystal X‐ray diffraction methods. While 1a and 1b crystallize in triclinic P$\bar {1}$ space groups 1a: a = 9.049(2), b = 13.646(4), c = 16.298(4) Å, α = 111.99(1), β = 90.43(1), γ = 101.57(1)°, Z = 2, V = 1820.6(8) Å3; 1b: a = 8.979(3), b = 13.611(5), c = 16.355(5) Å, α = 111.57(1), β = 92.37(1), γ = 101.07(1)°, Z = 2, V = 1810.05(11) Å3, complexes 1c–1f crystallize into monoclinic space groups [1c: C2/c, a = 27.661(7), b = 18.821(4), c = 15.786(4) Å, β = 113.13(1), Z = 4, V = 7558(3) Å3, 1d: P21/c, a = 17.950(5), b = 9.031(2), c = 22.200(6) Å, β = 113.62(1), Z = 4, V = 3297.3(15) Å3, 1e: C2/c, a = 26.753(15), b = 18.415(10), c = 14.940(7) Å, β = 109.50(1), Z = 4, V = 6938(6) Å3, 1f: P21/n, a = 17.697(10), b = 9.224(5), c = 21.933(12) Å, β = 112.50(1), Z = 4, V = 3308(3) Å3]. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

  DOI：

  10.1002/ejic.200600867

文献信息

• Synthesis of two Cd-MOFs based on flexible trinitrogen ligand for CrO42− detection in harsh alkaline solution
  作者：Ye-Ping Li、Shi-Fen Li、Xiao Geng、Rui-Dong Wang、Lian-Cheng He、Shu-Yu Wang、Lin Du、Qi-Hua Zhao

  DOI：10.1016/j.inoche.2021.108604

  日期：2021.6

  compound 2 can not only potentially be used as a multi-functional luminescent sensing material for Cr2O72−, CrO42− and Fe3+ ions via luminescence quenching in DMA, but also can be as a highly selective and sensitive sensor for CrO42− at pH 13.0. And the luminescent quenching mechanisms also were explored. Such a Cd-MOF with good pH stability, water stability, interference immunity and regeneration ability

  二维发光金属有机框架（LMOF），[Cd（tptb）2（H 2 O）2 ]·2NO 3 } n（1），以及具有新拓扑的三重互穿三维框架3,5-c净，[Cd（tptb）（H 2 DOBDC）（H 2 O）]·DMF} n（2，H 2 DOBDC 2- = 2,5-二羟基对苯二甲酸酯; DMF =二甲基甲酰胺）是基于柔性三氮配体tptb（1,3,5-tris（4-pyridylsulfanylmethyl）-2,4,6-trimethylbenzene）合成和表征。有趣的是，化合物2不仅可以通过DMA中的发光猝灭用作Cr 2 O 7 2-，CrO 4 2-和Fe 3+离子的多功能发光传感材料，而且还可以作为CrO的高选择性和灵敏传感器pH值为13.0时为4 2-。并探索了发光猝灭机理。具有良好的pH稳定性，水稳定性，抗干扰性和再生能力的这种Cd-MOF可以在检测领域中用作超灵敏的荧光传感器。
• Structural characterization and solvent vapor sorption of two solvent-dependent Zn(<scp>ii</scp>) supramolecular architectures based on a flexible tripodal thioether-based pyridyl ligand and a dicarboxylate-based ligand
  作者：Chih-Chieh Wang、Yu-Chen Chung、Chuan-Yien Liu、Gene-Hsiang Lee、Su-Ying Chien、Bo-Hao Chen、Yu-Chun Chuang

  DOI：10.1039/d2ce01440h

  日期：——

  the bridge of Zn(II) and L2 with a bis-monodentate coordination mode to form a two-dimensional (2D) layered MOF. Two 2D layers mutually interpenetrated via the L2 ligands penetrating into the [Zn2L12] metallocycle rings to genetrate a 2D doubly-interpenetrating network. In 2, the Zn(II) ion was six-coordinate bonded to three nitrogen donors of three L1 and three oxygen donors of two crystallographically

  由 [Zn 3 (L 1 ) 2 (L 2 )(Cl) 4 (CH 3 OH) 2 ]·6CH 3 OH ( 1 ) 和三重互穿层状 2D MOF 构建的两种溶剂依赖性 3D 超分子结构[Zn(L 1 )(L 2 )(H 2 O)]·2C 2 H 5 OH ( 2 ) (L 1 = 1,3,5-三(4-吡啶硫基甲基)-2,4, 6-三甲苯和L 2= 2,5-二羟基对苯二甲酸的二价阴离子），使用单晶 X 射线衍射法合成和结构表征。在化合物1中，有两个结晶学上独立的 Zn( II ) 离子，分别具有扭曲的八面体和扭曲的四面体几何结构。L 1作为具有三单齿配位的桥配体连接两个 Zn( II ) (Zn(1) 和 Zn(2)) 离子形成一维 (1D) 聚合链，生成 [Zn 2 L 1 2 ] metallocycle 作为构建单元。然后通过Zn( II ) 和 L 2的桥连接相邻的链采用双单齿配位模式形成二维
• Structural characterization, thermal stability, and solvent de‐/ad‐sorption behavior of two d ¹⁰ M( <scp>II</scp> ) (M = Cd and Zn) coordination polymers constructed by 1,3,5‐tris(4‐pyridylsulfanyl‐methyl)‐2,4,6‐trimethyl‐benzene ( <scp> L ¹ </scp> )
  作者：Chih‐Chieh Wang、Ciao‐Shin Tsai、Gene‐Hsiang Lee、Su‐Ying Chien、Bo‐Hao Chen、Yu‐Chun Chuang

  DOI：10.1002/jccs.202300043

  日期：——

  Two d10 M(II) (M = Cd and Zn) coordination polymers (CPs) with chemical formulas, [Cd(L1)(NCS)2(H2O)]⋅C2H5OH}n (1), and [Zn(L1)(NCS)2]⋅C2H5OH⋅0.5H2O}n (2) (L1 = 1,3,5-tris(4-pyridylsulfanylmethyl)-2,4,6-trimethylbenzene) were synthesized and structurally characterized by single-crystal x-ray diffraction method. In compound 1, the coordination environment of Cd(II) ion is distorted octahedral bonded

  两个 d 10 M(II)（M = Cd 和 Zn）配位聚合物 (CPs)，化学式为 [Cd(L 1 )(NCS) 2 (H 2 O)]⋅C 2 H 5 OH} n (1 )和 [Zn(L 1 )(NCS) 2 ]⋅C 2 H 5 OH⋅0.5H 2 O} n (2) (L 1  = 1,3,5-三(4-吡啶硫基甲基)-2,合成了 4,6-三甲基苯），并通过单晶 X 射线衍射法对其进行了结构表征。在化合物1，Cd(II) 离子的配位环境是扭曲的八面体键合到三个位于面- 位置的 L 1配体的三个氮供体，两个来自 NCS -的氮供体和一个水分子。L 1以顺-顺-顺结构构象的三单齿配位模式作为桥配体，连接Cd(II)形成二维(2D)之字形层状金属有机骨架。然后以 ABAB 方式有序排列相邻的 2D 层，以完成其三维 (3D) 超分子结构。在化合物2，Zn(II) 离子的配位环境是扭曲的四面体键合到两个
• Syntheses and X-ray crystal structures of poly(pyridylsulfanylmethyl)arenes: new multi-armed molecules
  作者：David A McMorran、Peter J Steel

  DOI：10.1016/s0040-4020(03)00550-7

  日期：2003.5

  The synthesis of a series of seven new poly(pyridylsulfanylmethyl)arenes is reported. These are readily prepared from either 2- or 4-mercaptopyridine and a poly(bromomethyl)arene in the presence of triethylamine. Compounds with three, four, six and eight pyridylsulfanylmethyl arms are reported. These have been fully characterised and, in four cases, the relative orientations of the pyridylsulfanylmethyl arms have been ascertained by X-ray structural analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Metal–Organic Hybrids of 1,3,5‐Tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with Mercuric Halides
  作者：Jayarama PrakashaReddy、Venkateswara Rao Pedireddi

  DOI：10.1002/ejic.200600867

  日期：2007.3

  AbstractSynthesis and solid‐state structure elucidation of metal–organic hybrids of 1,3,5‐tris(4‐pyridylsulfanylmethyl)‐2,4,6‐trimethylbenzene with HgII halides (HgCl2, HgBr2, and HgI2) are reported. In the metal‐hybrids of L1, a reaction with HgCl2 in dmso as well as in dmf gave host–guest complexes, 1a and 1b, respectively, with the corresponding solvent of crystallization as the guests, while a reaction with HgI2 gave open‐frame network structures without any solvent of crystallization from both dmso and dmf (1c). However, reaction with HgBr2 gave crystals of two different morphologies from each solvent dmso and dmf (1d–1f), which corresponds to the structures with and without solvent of crystallization that resemble the related structures formed by HgCl2 and HgI2, respectively. Three‐dimensional structures of all the compounds were characterized by single‐crystal X‐ray diffraction methods. While 1a and 1b crystallize in triclinic P$\bar 1}$ space groups 1a: a = 9.049(2), b = 13.646(4), c = 16.298(4) Å, α = 111.99(1), β = 90.43(1), γ = 101.57(1)°, Z = 2, V = 1820.6(8) Å3; 1b: a = 8.979(3), b = 13.611(5), c = 16.355(5) Å, α = 111.57(1), β = 92.37(1), γ = 101.07(1)°, Z = 2, V = 1810.05(11) Å3, complexes 1c–1f crystallize into monoclinic space groups [1c: C2/c, a = 27.661(7), b = 18.821(4), c = 15.786(4) Å, β = 113.13(1), Z = 4, V = 7558(3) Å3, 1d: P21/c, a = 17.950(5), b = 9.031(2), c = 22.200(6) Å, β = 113.62(1), Z = 4, V = 3297.3(15) Å3, 1e: C2/c, a = 26.753(15), b = 18.415(10), c = 14.940(7) Å, β = 109.50(1), Z = 4, V = 6938(6) Å3, 1f: P21/n, a = 17.697(10), b = 9.224(5), c = 21.933(12) Å, β = 112.50(1), Z = 4, V = 3308(3) Å3]. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)