4-isocyano-1-decyloxybiphenyl | 157281-45-3

• 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: 4-isocyano-1-decyloxybiphenyl
• 英文别名: 4-(Decyloxy)-4'-isocyano-1,1'-biphenyl；1-decoxy-4-(4-isocyanophenyl)benzene
• CAS: 157281-45-3
• 化学式: C₂₃H₂₉NO
• 分子量: 335.489
• InChiKey: QYEDXNHZFLWFGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  13.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-isocyano-1-decyloxybiphenyl 、 [(μ-4,4'-C6F4C6F4)(Au(tetrahydrothiophene))2] 以 not given 为溶剂， 以76%的产率得到[(μ-4,4'-C6F4C6F4)(Au(C.tplbond.NC6H4C6H4O(CH2)9CH3-p))2]
  参考文献：
  名称：

  Liquid-Crystalline Mono- and Dinuclear (Perhalophenyl)gold(I) Isocyanide Complexes

  摘要：

  Rodlike gold(I) and gold(III) complexes [AuR(C drop N(C6H4)(m)OCnH2n+1-p)] (m = 1, n = 10, R = C6F5; m = 2, n = 4, 6, 8, 10, 12, R = C6F5, C6F4Br-o, C6F4Br-p), [(mu-4,4'-C6F4C6F4){AuC drop N(C6H4)(m)OCnH2n+1}(2)] (m = 1, 2; n = 4, 6, 8, 10, 12), [AuRI2(C drop NC6H4C6H4OCnH2+1-p)] (R = C6F5, n = 8; R = C6F4Br-o, n = 10), and [(mu-4,4'-C6F4C6F4){AuX2C drop N(C6H4)(m)OCmH2n+1}(2)] (m = 1, 2; n = 4, 6, 8, 10, 12) have been prepared and their liquid crystal behavior has been studied. The gold(III) compounds are not mesomorphic, but all the perhalo-gold(I) derivatives described are liquid crystals except the phenyl isocyanide gold(I) derivative [Au(C6F5)(C drop NC6H4-OC10H21-p)]. The mononuclear derivatives show only a nematic (N) phase when the isocyanides have a short tail (n = 4), N and smectic A phases (S-A) when the isocyanides have an intermediate tail (n = 6, 8), and only S-A phases for longer chains. Their thermal stability is high, even in the isotropic state. The variation in transition temperatures is as follows: C6F4Br-p greater than or equal to C6F5 > C6F4Br-o when n less than or equal to 6 and C6F4Br-p > C6F4Br-o > C6F5 for n greater than or equal to 8. This behavior is understood on the basis of electronic and steric factors. The dinuclear compounds [(mu-4,4'-C6F4C6F4){AuC drop N(C6H4)(m)OCnH2n+1}(2) display only N mesophases and all the biphenylisocyanide derivatives and phenyl isocyanide compounds with n less than or equal to 6 undergo some decomposition upon reaching the clearing point to the isotropic state.

  DOI：

  10.1021/ic960917s

文献信息

• Binuclear Mesogenic Copper(I) Isocyanide Complexes with an Unusual Inorganic Core Formed by Two Tetrahedra Sharing an Edge
  作者：Mohamed Benouazzane、Silverio Coco、Pablo Espinet、Joaquín Barberá

  DOI：10.1021/ic025703r

  日期：2002.11.1

  The preparation of binuclear mesogenic copper(I) isocyanide complexes [CuX(CNR)(2)](2) (X = halogen; R = C(6)H(4)C(6)H(4)OC(10)H(21) (L(A)), C(6)H(4)COOC(6)H(4)OC(n)H(2n+1)((L(B)), C(6)H(2)(3,4,5-OC(n)H(2n+1))(3) (L(C))) with an unusual tetrahedral core is described. The copper complexes with L(A) are not liquid crystals, but the Cu-L(B) complexes show SmA mesophases and the Cu-L(C) derivatives display

  制备双核介晶异氰酸铜（I）络合物[CuX（CNR）（2）]（2）（X =卤素; R = C（6）H（4）C（6）H（4）OC（10） H（21）（L（A）），C（6）H（4）COOC（6）H（4）OC（n）H（2n + 1）（（L（B）），C（6）H （2）（3,4,5-OC（n）H（2n + 1））（3）（L（C）））描述为具有不常见的四面体核，与L（A）形成的铜络合物不是液体晶体，但Cu-L（B）配合物显示SmA中间相，Cu-L（C）衍生物显示六角形柱状中间相，其中一些在室温下，讨论了配合物的分子结构与它们的热行为之间的关系。 。
• Mesogenic Palladium Complexes with Pincer Ligands Derived from Dipicolinic Acid
  作者：Pablo Espinet、Esther García-Orodea、Jesús A. Miguel

  DOI：10.1021/ic0001457

  日期：2000.8.1

  4-Substituted pyridine-2,6-dicarboxylic acids, (E)-dipicH(2) and 4-substituted pyridine-2,6-bis(thiocarboxylic) acids, (E)-pdtcH(2), (E = OCnH2n+1, SCnH2n+1) have been synthesized and used as O,N,O- and S,N,S-pincer ligands with palladium. In the fourth coordination site the complexes bear 4-decyloxy-4'-stilbazole (L-1), 4-decyloxy-N-(4-pyridylmethylene)anilines (L-2), decyl 4-pyridinecarboxylate (L-3), 4-(4'-decyloxyphenyl)pyridinecarboxylate (L-4), 4-(3',4',5'-tridecyloxybenzyl)pyridinecarboxylate (L-5), 4-isocyano-1-decyloxybenzene (L-6), or 4-isocyano-4'-decyloxybiphenyl (L-7). Thermotropic mesomorphism is observed for the (E)-dipic complexes with L-5 and n = 12, which display columnar phases. The complexes with S,N,S-pincers show an important depression in the melting point compared to their O,N,O homologues and this change gives rise to mesomorphic materials (Sc). However, in the case of L5 the mesomorphic behavior observed for the O,N,O derivative is lost in its S,N,S analogue. The alkylsulfanyl compounds exhibit lower transition temperatures and wider mesophase ranges than their alkoxy analogues.