biphenyldiyl-2,2'-bis(metylenephosphonic acid) | 40964-80-5

• 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: biphenyldiyl-2,2'-bis(metylenephosphonic acid)
• 英文别名: P,P'-biphenyl-2,2'-diyldimethyl-bis-phosphonic acid；BBMP；[2-[2-(Phosphonomethyl)phenyl]phenyl]methylphosphonic acid
• CAS: 40964-80-5
• 化学式: C₁₄H₁₆O₆P₂
• 分子量: 342.225
• InChiKey: GFOJSQCGHCFYFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  biphenyldiyl-2,2'-bis(metylenephosphonic acid) 330.0~370.0 ℃ 、173.32 Pa 条件下， 生成 4,9-dioxo-4,5,9,10-tetrahydro-4λ⁵,9λ⁵-phosphinino[2,3,4,5-lmn]phosphanthridine-4,9-diol
  参考文献：
  名称：

  芳基膦酸的热环化。二。一种新型的环脱磷反应

  摘要：

  DOI：

  10.1016/s0040-4039(01)85146-7

文献信息

• Supramolecular networks of polymethylphosphonic acid groups bonded to aromatic platforms: biphenyldiyl-2,2′-bis(methylphosphonic acid) and benzenetriyl-1,3,5-tris(methylphosphonic acid)
  作者：Jerzy Zoń、Deyuan Kong、Kevin Gagnon、Houston Perry、LeAnthony Holliness、Abraham Clearfield

  DOI：10.1039/c0dt00676a

  日期：——

  Biphenyldiyl-2,2′-bis(methylphosphonic acid) (BBMP) and benzenetriyl-1,3,5-tris(methylphosphonic acid) (BTMP) as ligands have been synthesized from diphenic acid and trimesic acid, respectively. Cu, Mn and Co complexes of BBMP have been prepared but similar complexes of BTMP did not crystallize. However, a copper compound with added 4,4′-bipyridyl was obtained. This copper complex is dimeric in which the dimers are linked into a supramolecular compound through the bipyridyl groups. Interestingly, the structure was solved in P1 with an unusual correlation between the ligand oxygen bond distances and the copper bond distances to water molecules. The Mn and Co BBMP complexes are isostructural in which the BBMP ligands phenyl groups rotate around each other to bridge the metal atoms forming 1 : 1 linear chains. There are four water molecules bonded to Co that can be removed reversibly. In the case of the Cu compound, one Cu is square planar bonded to four phosphonate oxygen atoms from two BBMP molecules. The second copper is six coordinate adding two water molecules in the axial positions. The two copper ions alternate forming a one dimensional chain but with ligands bonding the chain on both sides. The four coordinate copper atoms are chelated by two BBMP ligands utilizing one oxygen atom from the two phosphonate groups of each ligand and a second oxygen atom from these groups that bridge across the Cu atoms to bond to the six coordinate copper ion. A detailed synthetic procedure for each of the two ligands is supplied as ESI.

  以二苯酸和三羟甲基酸为配体，分别合成了联苯二基-2,2â²-双（甲基膦酸）（BBMP）和苯三基-1,3,5-三（甲基膦酸）（BTMP）。已制备出 BBMP 的铜、锰和钴配合物，但 BTMP 的类似配合物没有结晶。不过，我们获得了一种添加了 4,4â²-联吡啶的铜络合物。这种铜络合物是二聚体，二聚体通过联吡啶基团连接成超分子化合物。有趣的是，该结构是在 P1 中求解的，配体氧键距离和铜键与水分子的距离之间存在不寻常的相关性。锰和钴的 BBMP 复合物结构相同，其中 BBMP 配体的苯基相互旋转，与金属原子形成 1:1 的线性链。钴上结合有四个水分子，可以可逆地去除。在铜化合物中，一个铜是方形平面，与两个 BBMP 分子中的四个膦酸氧原子结合。第二个铜是六坐标，在轴向位置添加了两个水分子。两个铜离子交替形成一条一维链，但两侧都有配体与链键合。四个坐标的铜原子被两个 BBMP 配体螯合，每个配体的两个膦酸盐基团中的一个氧原子和这些基团中的第二个氧原子在铜原子上架桥，与六个坐标的铜离子键合。两种配体的详细合成过程以 ESI 格式提供。