1,3-二乙炔基-5-甲基苯 | 165047-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3-二乙炔基-5-甲基苯
• 英文名称: 3,5-diethynyltoluene
• 英文别名: 1,3-Diethynyl-5-methylbenzene
• CAS: 165047-95-0
• 化学式: C₁₁H₈
• 分子量: 140.185
• InChiKey: TYNKSNSSWJVOBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,3-二乙炔基-5-甲基苯 在 sodium acetate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Angular Arenediethynyl Complexes of Gold(I)

  摘要：

  Alkynylgold(I) complexes have been prepared from the angular bis(alkyne) MeC6H3-3,5-(CCH)(2), in which the alkyne units are rigidly fixed at an angle of 120 degrees to each other. Reaction with [AuCl(SMe2)] and base yields the shock-sensitive, insoluble compound [{MeC6H3-3,5(CCAu)(2)}(n)] (2), which reacts with isocyanide, phosphine, or phosphite ligands (L) to give [MeC6H3-3,5-(CCAuL)(2)] (3; L = P(OPh)(3), P(OMe)(3), PPh3, PMePh2, t-BuNC, MeNC). The complexes with L = P(OMe)(3), PMePh2 exist in the solid state as infinite one-dimensional ribbon structures in which neighboring molecules are associated through secondary gold-gold bonding. Complexes with diisocyanide ligands 1,4-C6R4(NC)(2) (R = H, Me) have the formula [{MeC6H3-3,5-(CCAu)(2)(mu-LL)}(n)] and are insoluble in organic solvents; they are suggested to have a zigzag polymeric structure. In contrast, complexes with diphosphine ligands (CH2)(n)(PPh2)(2) (n = 1-6) are soluble and are suggested to be the cyclic tetragold(I) complexes of formula [{MeC6H3-3,5-(CCAu)(2)(mu-LL)}(2)]; the ring size varies from 24 to 34, depending on n.

  DOI：

  10.1021/om0000461
• 作为产物：
  描述：

  3,5-二溴甲苯 在 copper(l) iodide 、 potassium carbonate 作用下， 以 水 为溶剂， 生成 1,3-二乙炔基-5-甲基苯
  参考文献：
  名称：

  通过Ir催化双（二芳基乙烯基氧化膦）的双不对称加氢合成手性1,3-双（1-（二芳基磷酰基）乙基）-苯

  摘要：

  通过相应的双（二芳基乙烯基膦氧化物）的双不对称氢化反应，以高非对映异构体比例和优异的ee值制备了一类手性1,3-双（二芳基膦基乙基）苯，它们是合成PCP型手性钳位配体的关键中间体。 ）底物使用SpinPhox / Ir（I）络合物作为催化剂。氢化产物5a容易地转化成具有高对映体过量的相应的硼烷保护的手性PCP型钳形配体7a，说明了向光学活性手性PCP钳型配体的可行合成路线。

  DOI：

  10.1007/s11426-014-5134-7

文献信息

• Construction of hexanuclear macrocycles by a coupling strategy from polyfunctionalized bis(terpyridines)
  作者：Ibrahim Eryazici、George R. Newkome

  DOI：10.1039/b811607e

  日期：——

  The construction of a heteronuclear (Ru4Fe2) hexameric metallomacrocycle with methyl- and carbonyl-functionalized bis(terpyridyl) moieties was achieved by a self-assembly of a dinuclear trimer, which was prepared in high yield viaPd(0) coupling of a bis-iodo functionalized dinuclear complex with a terpyridine possessing an acetylene group.

  通过甲基和羰基官能化的双（叔吡啶基）部分的异核（Ru 4 Fe 2）六聚金属大环的构建是通过双核三聚体的自组装实现的，该双核三聚体是通过Pd（0）偶联而高产率制备的。一种双碘官能化的双核配合物，其中的吡啶具有一个乙炔基。
• Fullerene encapsulation with calix[5]arenes
  作者：Takeharu Haino、Manabu Yanase、Chigusa Fukunaga、Yoshimasa Fukazawa

  DOI：10.1016/j.tet.2005.07.121

  日期：2006.2

  This paper presents the synthesis of the fullerene hosts based on the calix[5]arenes and their binding properties. Calix[5]arenes la, 2, 3a bind C-60 or C-70 in organic solvents. The solvent effect of the fullerene complexation was clearly observed; the association constant decreases in a solvent with high solubility for C-60. Covalently linked double-calix[5]arenes 4-6 were also investigated on their binding properties for fullerenes in organic solvents. Their binding abilities for both C-60 and C-70 are extremely high in toluene solution. Higher binding selectivity toward C-70 is observed by all the double-calix[5]arenes. The selectivity of 5a toward C-70/C-60 is highest in toluene with a value of 10. The structures of the supramolecular complexes of the calix[5]arene hosts and C-60 or C-70 were investigated by using H-1 and C-13 NMR studies. The molecular mechanics calculation and X-ray structure reveal that the interior of the calix[5]arene is complementary to the exterior Of C-60 molecule. In contrast, the host-guest complexes Of C-70 With the simple calix[5]arenes take many conformational options due to its less symmetric shape. The molecular mechanics calculation and our chemical shift simulation nicely worked to estimate the reliable structures; the calix[5]arene cavity takes up C-70 molecule, and the C-70 molecule tilts significantly from the C5 axis of the calix[5]arene. In the case of the host-guest complex Of C-70 with the double-calix[5]arene, the molecular dynamics simulation of the host-guest complex represented the realistic movement of the bound C-70 inside the cavity. The combination of the molecular dynamics simulation and the chemical shift simulation of the host-guest complex suggested that the C-70 molecule rapidly moves inside the cavity. (c) 2005 Elsevier Ltd. All rights reserved.
• <i>Meso</i>-Helicates with Rigid Angular Tetradentate Ligand: Design, Molecular Structures, and Progress Towards Self-Assembly of Metal–Organic Nanotubes
  作者：Rodrigue Djeda、Christophe Desmarets、Lise-Marie Chamoreau、Yanling Li、Yves Journaux、Geoffrey Gontard、Hani Amouri

  DOI：10.1021/ic4017195

  日期：2013.11.18

  The self-assembly of two novel metallosupramolecular complexes of the general formulas [L2M2(CH3CN)4][BF4](4) (M = Co, 1a; M = Ni, 1b), where L stands for the tetradentate ligand 3,5-bis[4-(2,2'-dipyridylamino)phenylacetylenyl]toluene, is reported together with their molecular structures ascertained by single-crystal X-ray diffraction studies. Complexes 1a and 1b are isostructural and show the formation of dinuclear meso-helicates with the two octahedral metal centers displaying respectively A and A configurations. These meso-helicates display large nanocavities with metal-metal separation distance of >2 nm; furthermore, pi-pi-stacking occurs an-tong individual units to form one-dimensional (1D) polymers which further autoassemble in another direction through pi-pi contacts among neighboring chains to generate a two-dimensional (2D) network with regular nanocavities. Our approach might be of interest to prepare metal-organic nanotubes via a bottom-up strategy depending on the assembling functional ligand and the geometry of molecular building block.
• Angular Arenediethynyl Complexes of Gold(I)
  作者：Mary-Anne MacDonald、Richard J. Puddephatt、Glenn P. A. Yap

  DOI：10.1021/om0000461

  日期：2000.5.1

  Alkynylgold(I) complexes have been prepared from the angular bis(alkyne) MeC6H3-3,5-(CCH)(2), in which the alkyne units are rigidly fixed at an angle of 120 degrees to each other. Reaction with [AuCl(SMe2)] and base yields the shock-sensitive, insoluble compound [MeC6H3-3,5(CCAu)(2)}(n)] (2), which reacts with isocyanide, phosphine, or phosphite ligands (L) to give [MeC6H3-3,5-(CCAuL)(2)] (3; L = P(OPh)(3), P(OMe)(3), PPh3, PMePh2, t-BuNC, MeNC). The complexes with L = P(OMe)(3), PMePh2 exist in the solid state as infinite one-dimensional ribbon structures in which neighboring molecules are associated through secondary gold-gold bonding. Complexes with diisocyanide ligands 1,4-C6R4(NC)(2) (R = H, Me) have the formula [MeC6H3-3,5-(CCAu)(2)(mu-LL)}(n)] and are insoluble in organic solvents; they are suggested to have a zigzag polymeric structure. In contrast, complexes with diphosphine ligands (CH2)(n)(PPh2)(2) (n = 1-6) are soluble and are suggested to be the cyclic tetragold(I) complexes of formula [MeC6H3-3,5-(CCAu)(2)(mu-LL)}(2)]; the ring size varies from 24 to 34, depending on n.
• Synthesis of chiral 1,3-bis(1-(diarylphosphoryl)ethyl)-benzenes via Ir-catalyzed double asymmetric hydrogenation of bis(diarylvinylphosphine oxides)
  作者：Xu Liu、ZhaoBin Han、Zheng Wang、KuiLing Ding

  DOI：10.1007/s11426-014-5134-7

  日期：2014.8

  A class of chiral 1,3-bis(diarylphosphinoethyl)benzenes, which are key intermediates for the synthesis of PCP-type chiral pincer ligands, were prepared in high diastereomeric ratios and excellent ee values via double asymmetric hydrogenation of the corresponding bis(diarylvinylphosphine oxide) substrates using a SpinPhox/Ir(I) complex as the catalyst. The hydrogenation product 5a was readily transformed

  通过相应的双（二芳基乙烯基膦氧化物）的双不对称氢化反应，以高非对映异构体比例和优异的ee值制备了一类手性1,3-双（二芳基膦基乙基）苯，它们是合成PCP型手性钳位配体的关键中间体。 ）底物使用SpinPhox / Ir（I）络合物作为催化剂。氢化产物5a容易地转化成具有高对映体过量的相应的硼烷保护的手性PCP型钳形配体7a，说明了向光学活性手性PCP钳型配体的可行合成路线。