bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone | 83698-85-5

• 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: bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone
• 英文别名: 2,2'-sulfinylbis(4,6-di-tert-butylphenol)；(2,2'-SO2[4,6-(t-Bu)2C6H2OH])；2,2'-dioxythiobis(4,6-di-tert-butylphenol)；Phenol, 2,2'-sulfonylbis[4,6-bis(1,1-dimethylethyl)-；2,4-ditert-butyl-6-(3,5-ditert-butyl-2-hydroxyphenyl)sulfonylphenol
• CAS: 83698-85-5
• 化学式: C₂₈H₄₂O₄S
• 分子量: 474.705
• InChiKey: RVVCCNMFXVKTQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  亚磷酸三苯酯 、 bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone 在 N-氯-N,N-二异丙胺 作用下， 以 乙醚 为溶剂， 反应 22.0h， 以87%的产率得到5,7,13,15-Tetra-tert-butyl-10,10,10-triphenoxy-9,11-dioxa-2-thia-10λ⁵-phospha-tricyclo[10.4.0.0^3,8]hexadeca-1(16),3(8),4,6,12,14-hexaene 2,2-dioxide
  参考文献：
  名称：

  Isomeric Intraconversion among Penta- and Hexacoordinate Cyclic Oxyphosphoranes via Oxygen Atom Coordination^1,2

  摘要：

  The synthesis of a series of cyclic pentaoxyphosphoranes containing a sulfonyl group was carried out by the reaction of either P(OCH2CF3)(3) or P(OPh)(3) with the appropriate diol in an oxidative addition reaction: O2S[(t-Bu)MeC6H2O](2)P(OCH2CF3)(3) (1), O2S[(t-BU)MeC6H2O](2)P(OPh)(3) (2), O2S[(t-Bu)(2)C6H2O](2)P(OCP2CF3)(3) (4), and O2S[(t-Bu)(2)C6H2O](2)P(OPh)(3) (5). Reaction of 2 with catechol yielded O2S[(t-Bu)MeC6H2O](2)P(OPh)(C6H4O2) (3). X-ray studies provided the structures of 1-5, although 1 was badly disordered. The geometries of 2, 3, and 5 are octahedral due to P-O coordination provided by the sulfonyl group, whereas 1 and 4 are trigonal bipyramidal, Solution P-31, H-1, and F-19 NMR spectra demonstrate that 1 and 4 exist in isomeric modifications, These are formulated as a pentacoordinate structure, as in the solid state, and a hexacoordinate structure, This represents the first study establishing intramolecular intraconversion between penta-and hexacoordinate isomers of phosphorus. An activation free energy of 17 kcal/mol for the exchange process for 1 and I was obtained from variable temperature H-1 NMR spectra.

  DOI：

  10.1021/ja9722988
• 作为产物：
  描述：

  2,2'-thiobis(4,6-di-tert-butylphenol) 在 双氧水 、 溶剂黄146 作用下， 反应 1.0h， 以66%的产率得到bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone
  参考文献：
  名称：

  新型亚砜或砜桥联的路易斯酸的合成与性能

  摘要：

  合成了一系列新型的硫桥路易斯酸。发现含有亚砜或砜作为两个酚的连接部分的配体可定量给出路易斯酸。这些获得的路易斯酸还对某些环氧化物具有良好的辨别性能。使用环氧化物到羰基化合物的重排研究了路易斯酸的反应性质。

  DOI：

  10.1002/jhet.5570370508
• 作为试剂：
  描述：

  氧化苯乙烯 在 三甲基铝 、 bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone 、 2-甲基-3-苯基环氧乙烷 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到苯乙醛
  参考文献：
  名称：

  新型亚砜或砜桥联的路易斯酸的合成与性能

  摘要：

  合成了一系列新型的硫桥路易斯酸。发现含有亚砜或砜作为两个酚的连接部分的配体可定量给出路易斯酸。这些获得的路易斯酸还对某些环氧化物具有良好的辨别性能。使用环氧化物到羰基化合物的重排研究了路易斯酸的反应性质。

  DOI：

  10.1002/jhet.5570370508

文献信息

• Synthesis, structure and ethylene polymerisation behaviour of vanadium(iv and v) complexes bearing chelating aryloxides
  作者：Damien Homden、Carl Redshaw、Lee Warford、David L. Hughes、Joseph A. Wright、Sophie H. Dale、Mark R. J. Elsegood

  DOI：10.1039/b901810g

  日期：——

  2'-CH3CH[4,6-(t-Bu)2C6H2OH]2} (LH2) afforded the hydroxyl bridged complexes [(VOL)2(mu2-OH)(mu2-Oi-Pr)] (5) (major product) and [VO(mu2-OH)(L)]2 x 4(MeCN) (6) (minor product). In general, we find that controlled hydrolysis of [V(NAr)(On-Pr)3] (Ar = p-ClC6H4, p-OCNC6H4 or p-tolyl) in the presence of LH2 reproducibly led to the vanadyl complex [VO(mu-On-Pr)L]2 x 2(MeCN) (7), in which the n-propoxide bridges

  [V（Np-tolyl）Cl3]与硫桥联的二酚配体2,2'-硫代双（4,6-二叔丁基苯酚），2,2'-S [4,6-（ （t-Bu）2 C 6 H 2 OH] 2}（LSH 2）得到配合物[V（LS）2]（1）和[VOCl 3（MeCN）2] [H 3 Np-甲苯基]（2）。络合物2也可以直接由[V（Np-甲苯基）Cl3]和“湿”乙腈制备。[V（Np-甲苯基）（Ot-Bu）3]与LSH2反应得到[VO（mu2-OH）（LS）] 2 x 6（MeCN）（3），而[VO（On-Pr） 3]与2,2'-亚磺酰基双（4,6-二叔丁基苯酚），2,2'-SO2 [4,6-（t-Bu）2C6H2OH] 2}（LSO2H2），得到[V（ LSO2）2] x MeCN（4）。[VO（Oi-Pr）3]与亚乙基桥连的二酚2,2'-亚乙基双（4,6-二叔丁基苯酚），2,2'-CH3CH [4，6-（t-Bu）2
• Isomeric Intraconversion among Penta- and Hexacoordinate Cyclic Oxyphosphoranes via Oxygen Atom Coordination¹^,²
  作者：A. Chandrasekaran、Roberta O. Day、Robert R. Holmes

  DOI：10.1021/ja9722988

  日期：1997.11.1

  The synthesis of a series of cyclic pentaoxyphosphoranes containing a sulfonyl group was carried out by the reaction of either P(OCH2CF3)(3) or P(OPh)(3) with the appropriate diol in an oxidative addition reaction: O2S[(t-Bu)MeC6H2O](2)P(OCH2CF3)(3) (1), O2S[(t-BU)MeC6H2O](2)P(OPh)(3) (2), O2S[(t-Bu)(2)C6H2O](2)P(OCP2CF3)(3) (4), and O2S[(t-Bu)(2)C6H2O](2)P(OPh)(3) (5). Reaction of 2 with catechol yielded O2S[(t-Bu)MeC6H2O](2)P(OPh)(C6H4O2) (3). X-ray studies provided the structures of 1-5, although 1 was badly disordered. The geometries of 2, 3, and 5 are octahedral due to P-O coordination provided by the sulfonyl group, whereas 1 and 4 are trigonal bipyramidal, Solution P-31, H-1, and F-19 NMR spectra demonstrate that 1 and 4 exist in isomeric modifications, These are formulated as a pentacoordinate structure, as in the solid state, and a hexacoordinate structure, This represents the first study establishing intramolecular intraconversion between penta-and hexacoordinate isomers of phosphorus. An activation free energy of 17 kcal/mol for the exchange process for 1 and I was obtained from variable temperature H-1 NMR spectra.
• Synthesis and properties of new types of sulfoxide- or sulfone-bridged lewis acids
  作者：Yoshihiro Ohba、Kazuaki Ito、Tomomi Nagasawa、Shinya Sakurai

  DOI：10.1002/jhet.5570370508

  日期：2000.9

  A series of new types of sulfur-bridged Lewis acids were synthesized. The ligands that contained the sulfoxide or sulfone as the joint moieties of two phenols were found to quantitatively give Lewis acids. These obtained Lewis acids also have good discrimination properties of some epoxides. The reaction prop erties of the Lewis acids were studied using the rearrangement of the epoxides to carbonyl

  合成了一系列新型的硫桥路易斯酸。发现含有亚砜或砜作为两个酚的连接部分的配体可定量给出路易斯酸。这些获得的路易斯酸还对某些环氧化物具有良好的辨别性能。使用环氧化物到羰基化合物的重排研究了路易斯酸的反应性质。