[2-(3,5-di-tert-butyl-2-hydroxyphenylamino)phenyl](phenyl)methanone | 634169-95-2

• 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: [2-(3,5-di-tert-butyl-2-hydroxyphenylamino)phenyl](phenyl)methanone
• 英文别名: {2-[(3,5-Di-tert-butyl-2-hydroxyphenyl)amino]phenyl}(phenyl)methanone；[2-(3,5-ditert-butyl-2-hydroxyanilino)phenyl]-phenylmethanone
• CAS: 634169-95-2
• 化学式: C₂₇H₃₁NO₂
• mdl: MFCD03765814
• 分子量: 401.549
• InChiKey: KAIMBBFFMGWBSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(3,5-di-tert-butyl-2-hydroxyphenylamino)phenyl](phenyl)methanone 在 二氧化铅 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 C₂₇H₂₉NO₂
  参考文献：
  名称：

  3,5-Di-tert-butyl-1,2-benzoquinone in the synthesis of quinolino[4,5-bc][1,5]benzoxazepines, aminophenols, and phenoxazines

  摘要：

  Reaction of 3,5-di-tert-butyl-1,2-benzoquinone with 5-amino-4-chloroquinolines gave derivatives of a new fused heterocyclic system, substituted quinolino[4,5-bc][1,5]benzoxazepines. The molecular structure of 9,11-di-tert-butyl-2,4,6-trimethyl-7H-quinolino[4,5-bc][1,5]benzoxazepine was determined by X-ray analysis. 3,5-Di-tert-butyl-1,2-benzoquinone reacted with o-nitro-, o-acyl-, and o-methoxycarbonylanilines and some amino-substituted nitrogen-containing heterocycles to form the corresponding sterically hindered N-aryl-(hetaryl)-o-aminophenols. Di-tert-butyl-substituted phenoxazines were obtained as a result of thermal cyclization of intermediately formed quinone imines.

  DOI：

  10.1134/s1070428009030178
• 作为产物：
  描述：

  3,5-二叔丁基邻苯二酚 、 2-氨基二苯甲酮 在 对甲苯磺酸 作用下， 以 邻二甲苯 为溶剂， 以61%的产率得到[2-(3,5-di-tert-butyl-2-hydroxyphenylamino)phenyl](phenyl)methanone
  参考文献：
  名称：

  Copper(II) complexes bearing o-iminosemiquinonate ligands with augmented aromatic substituents

  摘要：

  Two tetracoordinated bis-o-iminosemiquinonato complexes, imSQ(2)(C(O)Ph)Cu (1) and imSQ(2)(Ph)Cu (2), based on the new o-aminophenols H2LC(O)Ph and H2LPh, functionalized in the ortho-position of the N-aryl fragment, were synthesized. Compound 1 is square-planar with a weak secondary interaction between the phenyl ring of the -C(O)Ph group and copper center, whereas complex 2 is characterized by a distorted planar geometry with cis-positions of the phenyl groups with respect to each other. Compounds 1 and 2 exhibit an S = 1/2 spin ground state with strong antiferromagnetic coupling between the o-iminosemiquinone ligands, as established by variable-temperature magnetic susceptibility measurements. EPR measurements indicated the presence of an unpaired electron at the Cu(II) center in both complexes at low temperature. The electrochemical behavior of 1 and 2 was investigated by cyclic voltammetry. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.08.033

文献信息

• Nickel(II) derivatives based on o-iminobenzoquinone-type ligands: Structural modifications, magnetism and electrochemical peculiarities
  作者：Alexandr V. Piskunov、Kira I. Pashanova、Artem S. Bogomyakov、Ivan V. Smolyaninov、Georgy K. Fukin

  DOI：10.1016/j.poly.2020.114610

  日期：2020.8

  quasi-reversible reduction of benzophenone fragments in ligands. Six-coordinated NiII derivative [(imQC(O)Ph)2Ni(H2O)2](OSO2CF3)2 (3) with two o-iminobenzoquinones as well as four-coordinated NiII species [(imSQC(O)Ph)Ni(APC(O)Ph)]CoCp2∙2.1toluene (4∙2.1toluene) including radical-anion and o-amidophenolate forms of redox-active ligand were prepared as products of oxidation and reduction of the initial

  摘要合成了分别由官能化的邻氨基酚H2LC（O）Ph和H2LPh连接的镍（imSQC（O）Ph）2Ni（1）和（imSQPh）2Ni（2）的新的双邻氨基亚氨基苯并半醌衍生物。配合物1的特征在于N2O2配位核的正方形平面几何形状，而双邻亚氨基苯并半醌二酸酯2则显示出与平面度略有偏差。配合物1和2均显示出通过可变温度磁化率测量所建立的自由基阴离子配体之间的强反铁磁相互作用。1和2的电化学行为以配体为中心的氧化还原跃迁表示：两个准可逆的单电子还原过程和两个电子氧化过程。循环伏安图对于1的显着特点是由于配体中二苯甲酮片段的可逆还原性，氧化还原波数增加。六配位NiII衍生物[（imQC（O）Ph）2Ni（H2O）2]（OSO2CF3）2（3）与两个邻亚氨基苯醌和四配位NiII物种[（imSQC（O）Ph）Ni（APC） （O）Ph）]根据CV分别制备了CoCp2∙2.1甲苯（4∙2.1甲苯），包括自由
• Cobalt complexes with hemilabile<i>o</i>-iminobenzoquinonate ligands: a novel example of redox-induced electron transfer
  作者：Alexandr V. Piskunov、Kira I. Pashanova、Artem S. Bogomyakov、Ivan V. Smolyaninov、Andrey G. Starikov、Georgy K. Fukin

  DOI：10.1039/c8dt02733a

  日期：——

  unique flexibility of the ligand allows metal-to-ligand redox-induced electron transfer (RIET). Chemical oxidation of complex 1 promotes the reduction of CoIII to CoII in compound 2 due to the redox-active nature of o-iminobenzoquinonate ligands. Remarkably, this is the first example of RIET in cobalt-based derivatives with this type of ligand. The oxidative states of the ligands and cobalt ion in both

  带有自由基阴离子和功能化邻氨基苯酚H 2的闭壳邻氨基苯酚酸酯形式的四配位方形Co III络合物（imSQ C（O）Ph）Co III（AP C（O）Ph）（1）合成了LC （O）Ph。发现化合物1的中间自旋态（S Co＝ 1）Co III中心。导数1的循环伏安图包含两个氧化过程和一个还原性氧化还原过程，以及在高于-2 V的高负电势下的另一种多电子波，可能涉及配体和金属中心。三氟甲磺酸银对1的单电子氧化会产生[（imSQ C（O）Ph）Co II（imQ C（O）Ph）] OTf· 2甲苯（2）衍生物，其金属的三方棱柱配位环境是由–C（O）Ph半不稳定基团的额外协调。这是在钴基复合设有三角棱柱配位多面体的第一例Ø-亚氨基苯醌配体。通过配体的独特柔韧性实现的三角棱柱形几何结构允许金属到配体的氧化还原诱导的电子转移（RIET）。由于邻位化合物的氧化还原活性，配合物1的化学氧化促进了化合物2中Co
• Triphenylantimony(V) Complexes Based on o-Aminophenols with the Ambivalent N-Aryl Group
  作者：A. I. Poddel’sky、G. K. Fukin、E. V. Baranov

  DOI：10.1134/s1070328422700166

  日期：2022.12

  complex II (2.503(3) and 2.878(3) Å, respectively) are less than the sum of the van der Waals radii of the antimony and oxygen atoms, indicating the Sb(1)…O(2) intramolecular interaction. However, the theoretical electron density studies show no interatomic interaction between the antimony atom and the oxygen atom of the methoxy group in the case of complex I but confirm these interactions in complex

  摘要 三苯基锑 (V)邻氨基酚盐配合物 (AP-OMe)SbPh 3 ( I ) 和 (AP-C(O)Ph)SbPh 3 ( II ) 由N -(2-甲氧基苯基)- 和N -(2 ) 合成-苯甲酰基苯基)-4,6-二-叔丁基-邻-氨基苯酚。通过 X 射线衍射 (XRD)（CIF 文件 CCDC 2205058 ( I ∙ n- hexane) 和 2205059 ( II )）确定了处于结晶状态的复合物的结构。复合物I (3.018(3) Å) 和 Sb(1 A )–O(2 A ) 和 Sb(1 B ) 中的 Sb(1)…O(2) 距离)–O(2 B ) 在复合物II中的两个独立分子 A 和 B 中的距离（分别为 2.503(3) 和 2.878(3) Å）小于锑和氧原子的范德华半径之和，表示 Sb(1)…O(2) 分子内相互作用。然而，理论电子密度研究表明，在络合物I的情况下，锑原子和甲
• 3,5-Di-tert-butyl-1,2-benzoquinone in the synthesis of quinolino[4,5-bc][1,5]benzoxazepines, aminophenols, and phenoxazines
  作者：Zyong Ngia Bang、V. N. Komissarov、Yu. A. Sayapin、V. V. Tkachev、G. V. Shilov、S. M. Aldoshin、V. I. Minkin

  DOI：10.1134/s1070428009030178

  日期：2009.3

  Reaction of 3,5-di-tert-butyl-1,2-benzoquinone with 5-amino-4-chloroquinolines gave derivatives of a new fused heterocyclic system, substituted quinolino[4,5-bc][1,5]benzoxazepines. The molecular structure of 9,11-di-tert-butyl-2,4,6-trimethyl-7H-quinolino[4,5-bc][1,5]benzoxazepine was determined by X-ray analysis. 3,5-Di-tert-butyl-1,2-benzoquinone reacted with o-nitro-, o-acyl-, and o-methoxycarbonylanilines and some amino-substituted nitrogen-containing heterocycles to form the corresponding sterically hindered N-aryl-(hetaryl)-o-aminophenols. Di-tert-butyl-substituted phenoxazines were obtained as a result of thermal cyclization of intermediately formed quinone imines.
• Copper(II) complexes bearing o-iminosemiquinonate ligands with augmented aromatic substituents
  作者：Alexandr V. Piskunov、Kira I. Pashanova、Artyem S. Bogomyakov、Ivan V. Smolyaninov、Nadezhda T. Berberova、Georgy K. Fukin

  DOI：10.1016/j.poly.2016.08.033

  日期：2016.11

  Two tetracoordinated bis-o-iminosemiquinonato complexes, imSQ(2)(C(O)Ph)Cu (1) and imSQ(2)(Ph)Cu (2), based on the new o-aminophenols H2LC(O)Ph and H2LPh, functionalized in the ortho-position of the N-aryl fragment, were synthesized. Compound 1 is square-planar with a weak secondary interaction between the phenyl ring of the -C(O)Ph group and copper center, whereas complex 2 is characterized by a distorted planar geometry with cis-positions of the phenyl groups with respect to each other. Compounds 1 and 2 exhibit an S = 1/2 spin ground state with strong antiferromagnetic coupling between the o-iminosemiquinone ligands, as established by variable-temperature magnetic susceptibility measurements. EPR measurements indicated the presence of an unpaired electron at the Cu(II) center in both complexes at low temperature. The electrochemical behavior of 1 and 2 was investigated by cyclic voltammetry. (C) 2016 Elsevier Ltd. All rights reserved.