4-Ethynyl-1-isocyano-2-methylbenzene | 146141-32-4

• 英文名称: 4-Ethynyl-1-isocyano-2-methylbenzene
• CAS: 146141-32-4
• 化学式: C₁₀H₇N
• 分子量: 141.172
• InChiKey: FYWHJDYARAGFNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Ethynyl-1-isocyano-2-methylbenzene 以 苯 为溶剂， 生成 (CH3)CCC{AuCNC6H3(CH3)CC}(x)H; x
  参考文献：
  名称：

  Rigid-rod compounds: monomeric and oligomeric complexes with gold(I) centers bridged by (isocyanoaryl)acetylides

  摘要：

  The new ligands 4-CNC6H4CCH (1a) and 3-Me-4-CNC6H3CCH (1b), which contain 4-isocyano-1-ethynylbenzene units designed to act as bridging ligands in rigid-rod, conjugated organometallic polymers, have been prepared. They react with [AUCl(SMe2)] and with [(AuCC-t-Bu)4] to give the corresponding isocyanide complexes [ClAuC=N-AR-C=CH] (2) and [t-BuC=CAuC=N-Ar-C=CH] (5) (Ar = C6H4, Me-C6H3), respectively. The structures of 2a and 5b have been determined by single-crystal X-ray diffraction studies. Complexes 5, when heated in benzene solution, eliminate t-BuCCH to give the rigid-rod, conjugated oligomers [t-BuC=C(AuC=N-Ar-C=C)(x)H] (6a, Ar = C6H4; 6b, R = MeC6H3).

  DOI：

  10.1021/om00026a008

文献信息

• (Isocyanoaryl)acetylides as bridging ligands in rigid-rod polymers: mononuclear and oligonuclear gold(I) complexes
  作者：Guochen Jia、Nicholas C. Payne、Jagadese J. Vittal、Richard J. Puddephatt

  DOI：10.1021/om00036a017

  日期：1993.12

  The new ethynylaryl isocyanide ligands 4-C = NC6H4C = CH (1a) and 4-C = N-3-MeC6H3-C = CH (1b) have been prepared. They react with [AuCl(SMe2)] and with [(AuC = C-t-Bu)x] to give the isocyanide complexes [ClAu(4-C = NArC = CH)] (2a, Ar = C6H4; 2b, Ar = 3-MeC6H3) and [t-BuC = CAu(4-C = NArC = CH)] (6a, Ar = C6H4; 6b, Ar = 3-MeC6H3), respectively. The complex [t-BuC = CAuC = NXy] (Xy = 2,6-Me2C6H3) reacts with the acidic alkyne 4-NO2-C6H4C = CH to give t-BuC = CH and [4-NO2C6H4C = CAuC = NXy]. A similar reaction uses the more acidic alkyne in 6 to displace t-BuC=CH from 6 and so give the linear rigid-rod oligomers [t-BuC = C(Au = NArC = C-)(x)H] (7a, Ar = C6H4; 7b, Ar = 3-MeC6H3). The complexes 2a and 6b have been characterized by X-ray structure determinations (2a, monoclinic, P2(1)/m, a = 10.042(2) angstrom, b = 7.067(2) angstrom, c = 6.596(1) angstrom, beta = 98.79(2)-degrees, V = 462.6(1) angstrom3, Z = 2, R = 0.0427, R(w) = 0.0402; 6b, monoclinic, P2(1)/n, a = 14.225(4), b = 16.196(4), c = 6.747(2) angstrom, beta = 93.86(3)-degrees, V = 1551.0(8) angstrom3, Z = 4, R = 0.0332, R(w) = 0.0396), while the oligomers 7 have been characterized by elemental analysis and by comparison of the IR and XPS parameters with those of the model compounds 6.