(3-tert-butyl-2-hydroxy-5-methylphenyl)bis(3,5-dimethylpyrazolyl)methane | 237422-65-0

• 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: (3-tert-butyl-2-hydroxy-5-methylphenyl)bis(3,5-dimethylpyrazolyl)methane
• 英文别名: (3-tert-butyl-2-hydroxy-5-methylphenyl)bis(3,5-dimethyl-1-pyrazolyl)methane；2-[Bis(3,5-dimethylpyrazol-1-yl)methyl]-6-tert-butyl-4-methylphenol
• CAS: 237422-65-0
• 化学式: C₂₂H₃₀N₄O
• 分子量: 366.506
• InChiKey: JQBPZDSUKITGTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3-tert-butyl-2-hydroxy-5-methylphenyl)bis(3,5-dimethylpyrazolyl)methane 以 二氯甲烷 、 甲苯 为溶剂， 生成 [((3-tert-butyl-2-oxy-5-methylphenyl)bis(3,5-dimethyl-1-pyrazolyl)methane)ZnSPh]
  参考文献：
  名称：

  Synthesis and Characterization of Pseudotetrahedral N₂O and N₂S Zinc(II) Complexes of Two Heteroscorpionate Ligands:  Models for the Binding Sites of Several Zinc Metalloproteins

  摘要：

  Nine new pseudotetrahedral Zn(II) complexes of the heteroscorpionate ligands (3-tert-butyl-2-hydroxy(or thio)-5-methylphenyl)bis(3,5-dimethylpyrazolyl)methane, L1OH or L2SH, have been prepared and characterized (in most cases crystallographically). Complexes isolated include [(L1O)ZnCl]. [(L1O)ZnI], [(L1OH)ZnI2]. [(L1O)-ZnCH3,] [(L1O)ZnOAc], [(L1O)ZnSPh], [(L1O)ZnSBz], [(L2S)ZnCH3], [(L2S)ZnSPh], and [(L2S)(2)Zn]. In conjunction with the widely studied tris(pyrazolyl)borates this new series of heteroscorpionates provides a set of isolobal and isoelectronic ligands differing in donor set, i.e. N-3, N2O, and N2S. Preliminary reactivity studies with HX species, Mel, or trimethyl phosphate suggest differences between the three sets of ligands.

  DOI：

  10.1021/ic990233v

文献信息

• Synthesis, Characterization, Electrochemistry, Electronic Structure, and Isomerization of Mononuclear Oxo−Molybdenum(V) Complexes: The Serine Gate Hypothesis in the Function of DMSO Reductases
  作者：Brian Kail、Victor N. Nemykin、Scott R. Davie、Carl J. Carrano、Brian Hammes、Partha Basu

  DOI：10.1021/ic011169w

  日期：2002.3.1

  for the geometric transformation. The twist mechanism is further supported by detailed mass spectral data collected in the presence of excess tetraalkylammonium salts. Both the cis and trans isomers exhibit well-defined one-electron couples due to the reduction of molybdenum(V) to molybdenum(IV), with the cis isomer being more difficult to reduce. Both isomers also exhibit oxidative couples because of

  从两种不同来源分离出的DMSO还原酶的晶体结构和相关的三甲胺-N-氧化物还原酶的晶体结构表明，钼上的末端氧代原子与丝氨酸原子之间的夹角变化很大。为了理解这种角度变化的重要性，我们合成了异蝎子配体（L1OH）的两种异构体化合物（顺式和反式-（L1O）Mo（V）OCl（2）），其中的酚氧模拟了serinato氧供体。密度泛函和半经验计算表明，反式异构体比顺式更稳定。顺式异构体的较低稳定性可归因于两个因素。首先，酚氧与钼d（xy）轨道之间的强抗键相互作用提高了该轨道的能量。第二，在反式异构体中末端氧代基团的强烈反式影响将苯酚环和大体积的叔丁基置于较低的空间位阻位置。在溶液中，顺式异构体自发转化为热力学上有利的反式异构体。这种几何变换遵循一阶过程，活化焓为20 kcal / mol，活化熵为-9 cal / molK。半经验水平的计算分析支持扭转机制是最有利的途径。几何变换。在过量四烷基铵盐存在下
• A comparison of vanadyl acetylacetonate complexes of N2O heteroscorpionate ligands that vary systematically in donor set
  作者：V. Manivannan、Justin T. Hoffman、Vincent L. Dimayuga、Timothy Dwight、Carl J. Carrano

  DOI：10.1016/j.ica.2006.07.089

  日期：2007.2

  We have successfully prepared a series of vanadyl complexes with N2O heteroscorpionate ligands and have characterized their cis and trans geometrical isomers both in solution and the solid state. The major difference between the isomers, and between the various oxygen atom donors of the N2O scorpionate ligands, is in their redox potentials which can span almost a volt for this ostensively similar set of compounds. Such data may be useful in screening vanadium complexes for potential biological activity. (c) 2006 Elsevier B.V. All rights reserved.
• Hammes, Brian S.; Carrano, Carl J., Inorganic Chemistry, 1999, vol. 38, p. 3562 - 3568
  作者：Hammes, Brian S.、Carrano, Carl J.

  DOI：——

  日期：——
• Synthesis and characterization of heteroscorpionate dioxo-tungsten(VI) complexes
  作者：Ba L. Tran、Carl J. Carrano

  DOI：10.1016/j.ica.2006.10.024

  日期：2007.4

  Twelve new dioxo W(VI) complexes of a family of heteroscorpionate ligands of the type [(L)WO2Y], where L = N2X ligand and Y = Cl or OR, have been synthesized and characterized. With the more sterically bulky ligands we show that these complexes exist as isolable cis and trans isomers and compare the rate of such isomerization with their corresponding dioxo Mo(VI) analogs. (c) 2006 Elsevier B.V. All rights reserved.
• A Family of Dioxo−Molybdenum(VI) Complexes of N₂X Heteroscorpionate Ligands of Relevance to Molybdoenzymes
  作者：Brian S. Hammes、Bal S. Chohan、Justin T. Hoffman、Simon Einwächter、Carl J. Carrano

  DOI：10.1021/ic049130p

  日期：2004.11.1

  Four new Mo(Vl)-dioxo complexes of a family of N2X heteroscorpionate ligands are reported which, together with data already available for (Tp(R))(-), provide a unique example of a comprehensive set of isostructural, isoelectronic complexes differing only in one biologically relevant donor atom. A study of these complexes allows for a direct comparison of structural, spectroscopic, and oxygen atom transfer reactivity properties of the Mo(Vl)-dioxo center (of relevance to various families of molybdoenzymes) as a function of donor atom identity.