5-anthracene-9-yl-pyrimidine | 205057-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 5-anthracene-9-yl-pyrimidine
• 英文别名: 9-(5-pyrimidinyl)anthracene；(5-(9-anthracenyl)pyrimidine)；5-anthracen-9-yl-pyrimidine；5-Anthracen-9-ylpyrimidine；5-anthracen-9-ylpyrimidine
• CAS: 205057-25-6
• 化学式: C₁₈H₁₂N₂
• 分子量: 256.307
• InChiKey: GOYQCSSJEFCMBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-anthracene-9-yl-pyrimidine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 5-(10-溴蒽-9-基)嘧啶
  参考文献：
  名称：

  MATERIALS FOR ELECTRONIC DEVICES

  摘要：

  本发明涉及通式（I）的化合物，其在电子器件中的使用，优选作为荧光掺杂剂的主体材料或荧光掺杂剂，通式（I）化合物的制备方法以及包含通式（I）化合物的电子器件。

  公开号：

  US20120217449A1
• 作为产物：
  描述：

  5-溴嘧啶 、 9-溴蒽 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 以32.3 g的产率得到5-anthracene-9-yl-pyrimidine
  参考文献：
  名称：

  JP5851999

  摘要：

  公开号：

文献信息

• MATERIALS FOR ORGANIC ELECTROLUMINESCENCE DEVICES
  申请人：Buesing Arne

  公开号：US20130032764A1

  公开（公告）日：2013-02-07

  The invention relates to pyrimidine derivatives according to formula (I), and to organic electroluminescent devices comprising said pyrimidine derivatives as electron transport material.

  这项发明涉及按照式(I)的嘧啶衍生物，以及包括所述嘧啶衍生物作为电子传输材料的有机电致发光器件。
• MATERIALS FOR ELECTRONIC DEVICES
  申请人：Spreitzer Hubert

  公开号：US20120217449A1

  公开（公告）日：2012-08-30

  The present invention relates to compounds of the general formula (I), to the use thereof in electronic devices, preferably as host material for fluorescent dopants or as fluorescent dopant, to a process for the preparation of the compounds of the formula (I), and to electronic devices comprising compounds of the formula (I).

  本发明涉及通式（I）的化合物，其在电子器件中的使用，优选作为荧光掺杂剂的主体材料或荧光掺杂剂，通式（I）化合物的制备方法以及包含通式（I）化合物的电子器件。
• One-dimensional chains consisting of copper(II) ions and an orthogonal anthracene-pyrimidine derivative: hierarchical formation of high-dimensional networks and their magnetic properties
  作者：Takayoshi Ezuhara、Ken Endo、Kenji Matsuda、Yasuhiro Aoyama

  DOI：10.1039/b002315i

  日期：——

  Recrystallization of 9-(5-pyrimidinyl)anthracene (1) with copper(II) nitrate trihydrate formed three kinds of complexes: 1·Cu(NO3)2·H2O (2), 1·Cu(NO3)2·MeOH·H2O (3) and 1·Cu(NO3)2·2EtOH (4) by changing the recrystallization solvent. The crystal structure of the three complexes showed cooperation of metal coordination, hydrogen bonding, and aromatic stacking interactions in the hierarchical formation of one-, two- and three-dimensional networks. Complexes 2 and 3 formed zigzag one-dimensional chains consisting of 1 and Cu2+ ions by coordination of pyrimidine to Cu2+ ion in equatorial trans fashion. Complex 4 formed a spiral one-dimensional chain by coordination in equatorial cis fashion. The magnetic behavior of 2, 3, and 4 were measured on a SQUID susceptometer to reveal that there existed strong antiferromagnetic interactions between Cu2+ ions. The magnetic data of one-dimensional antiferromagnetic chains were analyzed by the Bonner–Fisher model. The antiferromagnetic interaction between Cu2+ ions was around −55 K, which is the largest value observed in pyrimidine-bridged Cu2+ ions.

  再结晶 9-(5-嘧啶基)蒽(1)与三水合硝酸铜(II)生成三 通过改变重结晶溶剂，得到了多种配合物：1·Cu(NO3)2·H2O (2)、1·Cu(NO3)2·MeOH·H2O (3)和1·Cu(NO3)2·2EtOH (4)。三种配合物的晶体结构表现出金属配位的协同作用， 一维、二维和三维网络的分层形成中的氢键和芳香族堆积相互作用。配合物 2 和 3 形成由 1 和 Cu2+ 离子组成的锯齿形一维链 嘧啶与 Cu2+ 离子以赤道反式方式配位。配合物4以赤道顺式配位形成螺旋状一维链。 2、3 和 4 的磁性行为是在 SQUID 上测量的 磁化率计揭示了Cu2+离子之间存在强烈的反铁磁相互作用。这 通过 Bonner-Fisher 模型分析一维反铁磁链的磁数据。反铁磁性 Cu2+之间的相互作用 离子在周围 −55 K， 这是在嘧啶桥连的 Cu2+ 中观察到的最大值 离子。
• Metal-ion induced alignment of an orthogonal anthracene–pyrimidine derivative. Cooperation of metal coordination, hydrogen bonding, and aromatic stacking in the buildup of one-, two- and three-dimensional networks
  作者：Takayoshi Ezuhara、Ken Endo、Osamu Hayashida、and Yasuhiro Aoyama

  DOI：10.1039/a707634g

  日期：——

  bonding between metal-bound nitrate ions of one chain and methanol molecules of the neighboring one. The sheets are self-assembled via stacking, interpenetration or intercalation of the orthogonal anthracene side arms on both sides of a sheet. This gives rise to a layered structure having an alternate arrangement of inorganic and organic sheets; the former contains Cd2+ ions two-dimensionally networked by

  9-（5-嘧啶基）蒽（1）形成三元加合物1 ·Cd（NO 3）2 ·2（CH 3 OH），其晶体结构显示出显着的金属配位，氢键和芳族堆积相互作用在一维，二维和三维网络的层次结构中。第二位的嘧啶配体和镉离子形成一个嘧啶-Cd 2+交替共聚物链。通过一条链的与金属结合的硝酸根离子与相邻一条链的甲醇分子之间的氢键结合，这些链通过广泛的交联而保持在一起，从而形成薄片。板材通过以下方式自组装在薄片的两侧堆叠，互穿或嵌入正交的蒽侧臂。这产生了具有交替排列的无机和有机片的层状结构。前者包含通过嘧啶桥和氢键合的硝酸盐-甲醇键二维连接的Cd 2+离子，而后者则由紧密堆积的蒽柱组成。
• Helical Coordination Polymers from Achiral Components in Crystals. Homochiral Crystallization, Homochiral Helix Winding in the Solid State, and Chirality Control by Seeding
  作者：Takayoshi Ezuhara、Ken Endo、Yasuhiro Aoyama

  DOI：10.1021/ja9819918

  日期：1999.4.1

  An achiral anthracene-pyrimidine derivative (5-(9-anthracenyl)pyrimidine, 1) forms adduct 1 . Cd(NO3)(2). H2O . EtOH (2) in chiral space group P2(1). The metal ion is hexacoordinated with two pyrimidine ligands (equatorial cis), water and ethanol (equatorial cis), and two nitrate ions (axial trans). The chirality arises from a pyrimidine-Cd2+ helical array and is preserved not only in each crystal via homochiral interstrand water-nitrate hydrogen bonding but also in all the crystals in the same chirality as a result of single-colony homochiral crystal growth. Compound 1 also forms achiral (Pbca) trihydrate adduct 1 . Cd(NO3)(2). 3H(2)O (3) having nonhelical pyrimidine-Cd2+ zigzag chains. Achiral zigzag polymer 3 and chiral helical polymer 2 are interconvertible with each other in the solid states upon exchange of volatile ligands (ethanol and water). The helix winding associated with the conversion of adduct 3 to 2 can be made homochiral by seeding.