1,1'-bis(diphenylhydroxymethyl)ferrocene | 12249-22-8

• 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: 1,1'-bis(diphenylhydroxymethyl)ferrocene
• 英文别名: ferrocene-1,1' diylbis(diphenylmethanol)；ferrocene-1,1'-diylbis(diphenylmethanol)；FBDPM；Cyclopenta-1,3-dien-1-yl(diphenyl)methanol;iron(2+)
• CAS: 12249-22-8
• 化学式: C₃₆H₃₀FeO₂
• 分子量: 550.48
• InChiKey: ORBPZHXDLQDMCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-bis(diphenylhydroxymethyl)ferrocene 在 C₅H₅N 作用下， 以 neat (no solvent) 为溶剂， 生成 ferrocene-1,1'-diylbis(diphenylmethanol)*2C5H5N
  参考文献：
  名称：

  二茂铁-1,1'-二基双-（二苯基甲醇）的氢键加合物：甲醇（1：1）和吡啶（1：2）的加合物的晶体和分子结构

  摘要：

  二茂铁-1,1'-二烷基双（二苯基甲醇）[[Fe（C 5 H 4 CPh 2 OH）2 ]形成氢键结合的主客体加合物，具有广泛的氢键供体和受体。由MeOH，EtOH，Me 2 SO，Me 2 NCHO，哌嗪和4,4'-联吡啶形成的二醇：客体比例为1：1：1的加合物和由Me 2 SO，二恶烷，吡啶和哌啶形成的1：2加合物。甲醇的1：1加合物已显示为三斜晶系，空间群P具有a = 8.7624（3），b = 12.2797（6），c = 14.8773（8）Å，α= 106.572（4），β= 97.879 （4），γ= 100.873（4）°，最终R对于4982个观察到的反射，其值为0.044。该结构由两分子主体二醇和两分子客体MeOH的中心对称组装组成，氢键合在一起形成椅子构象（OH）6环。吡啶的1：2加合物已显示为单斜晶，空间群C 2 / c具有a = 16.6252（10），b = 11

  DOI：

  10.1039/dt9930003499
• 作为产物：
  描述：

  ferrocene-1,1'-diylbis(diphenylmethanol) * 1,4-diazabicyclo[2.2.2]octane 以 not given 为溶剂， 生成 1,1'-bis(diphenylhydroxymethyl)ferrocene
  参考文献：
  名称：

  二茂铁-1,1'-二苯基双（二苯基甲醇）与含氮碱的氢键加合物：六亚甲基四胺与2：1加合物的晶体和分子结构

  摘要：

  二茂铁-1，1′-二基双（二苯基甲醇），[Fe（C 5 H 4 CPh 2 OH）2 ]形成含氮碱的氢键主客体加合物。与六亚甲基四胺，[（CH 2）6 N 4 ]，与1,4-二甲基哌嗪和1,4-二氮杂双环[2.2.2]辛烷的1：1加合物以及与3的1：2加合物形成2：1加合物。 -吡啶基二茂铁。已经确定了六亚甲基四胺加合物的晶体结构。该结构单元包含两分子主体二茂铁二醇和一分子客体。二醇同时形成分子内OH…O和分子间OH…氢键，但[（CH 2）6N 4 ]客体分子在氢键中不起作用。

  DOI：

  10.1016/0022-328x(94)05312-y

文献信息

• Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with 1,2-bis(4-pyridyl)ethane and 1,2-bis(4-pyridyl)ethene: continuously interwoven structures in three dimensions
  作者：Choudhury M. Zakaria、George Ferguson、Alan J. Lough、Christopher Glidewell

  DOI：10.1107/s0108270101017139

  日期：2002.1.15

  In the adduct 1,2-bis(4-pyridyl)ethane-1,1,1-tris(4-hydroxyphenyl)ethane (1/2), C12H12N2.2C(20)H(18)O(3), the bipyridyl component lies across an inversion centre in P (1) over bar. The trisphenol molecules [systematic name: 4,4',4"-(ethane-1,1,1-triyl)triphenol] are linked by O-H...O hydrogen bonds to form sheets built from R-4(4) (38) rings, and symmetry-related pairs of sheets are linked by the bipyridyl molecules via O-H...N hydrogen bonds to form open bilayers. Each bilayer is interwoven with two adjacent bilayers, forming a continuous three-dimensional structure. In the adduct 1,2-bis(4-pyridyl)ethene-1,1,1-tris(4-hydroxyphenyl)ethane-methanol (1/1/1), C12H10N2.C20H18O3.CH4O, the molecules are linked by O-H...O and O-H...N hydrogen bonds into three interwoven three-dimensional frameworks, generated by single spiral chains along [010] and [001] and a triple-helical spiral along [100].
• Ferguson, George; Gallagher, John F.; Glidewell, Christopher, Acta Crystallographica, Section C: Crystal Structure Communications, 1993, vol. 49, p. 967 - 971
  作者：Ferguson, George、Gallagher, John F.、Glidewell, Christopher、Zakaria, Choudhury M.

  DOI：——

  日期：——
• Achiral and planar chiral ferrocene diols: preparation and complexation with titanium(IV)
  作者：Wanbin Zhang、Yoh-ichi Yoneda、Toshiyuki Kida、Yohji Nakatsuji、Isao Ikeda

  DOI：10.1016/s0022-328x(98)00930-9

  日期：1999.2

  Achiral ferrocene diol, 1,1'-bis(diphenylhydroxymethyl)ferrocene 5, was prepared by the direct dilithiation of ferrocene with n-butyllithium in the presence of TMEDA followed by treatment with benzophenone, while the first chiral C-2-symmetric ferrocene diol possessing only the planar chirality, (+)-(R,R)-1,1'-bis(diphenylhydroxymethyl)-2,2'-dimethylferrocene 6, was prepared from (+)-(R,R)-1,1'-bis(oxazolinyl)-2,2'-dimethylferrocene 1b by the transformation of the oxazoline moieties. It was shown that diols 5 and 6 can form 1:1 complexes with tetraisopropyl titanate with ease. The X-ray crystal structure analysis of 5 with an intramolecular hydrogen-bonding showed that the phenyl groups in the molecule occupy quasi-axial and quasi-equatorial positions and these structures can be taken as the models of the titanium complexes of ferrocene diols. As a preliminary experiment, the titanium-catalyzed hydrosilylation of a ketone with 6 has also been carried out. (C) 1999 Elsevier Science S.A. All rights reserved.
• Hydrogen-bonded adducts of ferrocene-1,1′-diylbis(diphenylmethanol): monomeric and dimeric 1:1 adducts with 1,2-bis(4-pyridyl)ethane and 1,2-diaminoethane
  作者：Choudhury M. Zakaria、George Ferguson、Alan J. Lough、Christopher Glidewell

  DOI：10.1107/s010827010100837x

  日期：2001.8.15

  In ferrocene-1,1'-diylbis(diphenylmethanol)-4,4'-ethylenedipyridine (1/1), [Fe(C18H15O)(2)].C12H12N2, there is an intramolecular O-H . . .O hydrogen bond in the ferrocenediol component and a single O-H . . .N hydrogen bond linking the two components into a finite monomeric adduct. Ferrocene-1,1-diylbis(diphenylmethanol)-ethylenediamine (1/1), [Fe-(C18H15O)(2)].C2H8N2, crystallizes with Z' = 2 in space group P (1) over bar, and there are two independent four-component aggregates in the structure, both of which are centrosymmetric. In the first type of aggregate, the molecular components are linked by O-H . . .N and N-H . . .O hydrogen bonds, in which both diamine N atoms participate; in the second type of aggregate, the diamine component is disordered over two sets of sites, but only one N atom is involved in the hydrogen bonding.
• Glidewell, Christopher; Ferguson, George; Lough, Alan J., Journal of the Chemical Society, Dalton Transactions, 1994, # 13, p. 1971 - 1982
  作者：Glidewell, Christopher、Ferguson, George、Lough, Alan J.、Zakaria, Choudhury M.

  DOI：——

  日期：——