1,2-dideuterio-1,1,2,2-tetraphenylethane | 74563-02-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-dideuterio-1,1,2,2-tetraphenylethane
• 英文别名: 1,1,2,2-tetraphenylethane-d₂；(1,2-Dideuterio-1,2,2-triphenylethyl)benzene
• CAS: 74563-02-3
• 化学式: C₂₆H₂₂
• 分子量: 336.445
• InChiKey: RUGHUJBHQWALKM-FFOOYGQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二苯基甲烷硫酮 在 ⁽²⁾H₂O 、 氢化镱 作用下， 生成 1,2-dideuterio-1,1,2,2-tetraphenylethane
  参考文献：
  名称：

  Ytterbium Metal Mediated Desulfurization and Coupling Reaction of Diaryl Thioketones

  摘要：

  二芳基硫酮可选择性地通过镱金属还原为二芳基甲硫醇、二芳基甲烷或四芳基乙烯，这一过程涉及硫金属中间体，在硫羰基的碳和硫原子处发生亲电子偶联反应。

  DOI：

  10.1246/cl.1994.611

文献信息

• Metallic Barium: A Versatile and Efficient Hydrogenation Catalyst
  作者：Philipp Stegner、Christian Färber、Ulrich Zenneck、Christian Knüpfer、Jonathan Eyselein、Michael Wiesinger、Sjoerd Harder

  DOI：10.1002/anie.202014326

  日期：2021.2.19

  catalysis tops that of the hitherto most active molecular group 2 metal catalysts. Depending on the substrate, two different catalytic cycles are proposed. A: a classical metal hydride cycle and B: the Ba metal cycle. The latter is proposed for substrates that are easily reduced by Ba0, that is, conjugated alkenes, alkynes, annulated rings, imines and pyridines. In addition, a mechanism in which Ba0 and BaH2

  Ba金属通过蒸发并与庚烷共缩合而被活化。这种黑色粉末是一种高活性加氢催化剂，用于还原各种未活化（非共轭）单、二和三取代烯烃、四苯乙烯、苯、多种多环芳烃、醛亚胺、酮亚胺和各种吡啶。金属Ba在加氢催化中的性能优于迄今为止最活跃的2分子族金属催化剂。根据底物的不同，提出了两种不同的催化循环。 A：经典金属氢化物循环，B：Ba 金属循环。后者被建议用于容易被Ba 0还原的底物，即共轭烯烃、炔烃、环、亚胺和吡啶。另外，还讨论了Ba 0和BaH 2两者都是必需的机制。使用简单模型系统 (Ba/BaH 2 ) 对苯氢化进行的 DFT 计算证实金属 Ba 的存在具有加速作用。
• Dilithium diphenylmethanediide; generation, redox relationship with lithium chlorodiphenylmethanide, implication with regard to aggregation
  作者：Nicolaas J. R. van Eikema Hommes、Friedrich Bickelhaupt、Gerhard W. Klumpp

  DOI：10.1039/c39910000438

  日期：——

  Dilithium diphenylmethanediide, Ph2CLi2, prepared by reaction of dichlorodiphenylmethane with lithium p,p′-di-tert-butylbiphenyl, reacts with organic halides and carbonyl compounds to give lithium Chlorodiphenylmethanide, Ph2CLiCl, as a major product and is assumed to exist in two different states of aggregation.

  二锂diphenylmethanediide中，Ph 2 CLI 2，通过与锂dichlorodiphenylmethane的反应制备p，p ' -二-叔-butylbiphenyl，与有机卤化物和羰基化合物给予锂Chlorodiphenylmethanide，pH至发生反应2 CLiCl，作为主要产物，并假设存在两种不同的聚合状态。
• Unified synthesis of multiply arylated alkanes by catalytic deoxygenative transformation of diarylketones
  作者：Miki B. Kurosawa、Kenta Kato、Kei Muto、Junichiro Yamaguchi

  DOI：10.1039/d2sc03720c

  日期：——

  diarylketones leading to multiply arylated alkanes was developed. Diarylketones were reacted with diphenylphosphine oxide resulting in a phospha-Brook rearrangement, followed by palladium-catalyzed cross-couplings or a Friedel–Crafts type alkylation to afford the corresponding multiply arylated alkanes. A variety of diarylketones can be converted to multiply arylated alkanes such as diarylmethanes, tetraarylethanes

  开发了二芳基酮的脱氧转化，产生多芳基化烷烃。二芳基酮与二苯基氧化膦反应，产生磷-布鲁克重排，然后进行钯催化的交叉偶联或弗里德尔-克来福特型烷基化，得到相应的多芳基化烷烃。多种二芳基酮可以通过还原、二聚和芳基化一锅法转化为多芳基化烷烃，例如二芳基甲烷、四芳基乙烷和三芳基甲烷。此外，还提出了从芳基羧酸到二芳基甲烷和四芳基乙烷的一锅转化，以及使用连续偶联反应合成四芳基甲烷和三苯乙烷。
• Photocatalytic Desulfonylative Homocoupling of Benzylic Sulfone Derivatives
  作者：Masakazu Nambo、Cathleen M. Crudden、Ryusei Ohkura、Motoo Ohtsuka、Jacky C.-H. Yim

  DOI：10.1055/a-1942-5695

  日期：2023.1

  A desulfonylative homocoupling of benzylic sulfone derivatives through a photoredox Ir catalyst is described. The 3,5-bis(trifluoromethyl)phenyl group is an effective substituent on sulfonyl group in this reaction, providing the structurally diverse multiply arylated ethanes in good yields. The α-deuterated or α-fluorinated sulfones, which can be readily prepared by α-functionalization, were also applicable

  描述了通过光氧化还原 Ir 催化剂对苄基砜衍生物进行脱磺酰化同偶联。在该反应中，3,5-双（三氟甲基）苯基是磺酰基上的有效取代基，以良好的收率提供结构多样的多芳基化乙烷。α- 氘代或 α- 氟化的砜，可以很容易地通过 α 官能化制备，也适用，突出了合成药用重要结构的途径。
• Tuning the Reducing Properties of 1,2-Diaryl-1,2-disodiumethanes
  作者：Ugo Azzena、Luisa Pisano、Sabrina Antonello、Flavio Maran

  DOI：10.1021/jo901183x

  日期：2009.11.6

  We investigated the reducing properties of a series of 1,2-diaryl-1,2-disodiumethanes by means of equilibration reactions. The electron-donor power of these vic-diorganometals is strongly affected by the nature of substituents present either on the aromatic ring(s) or on the carbanionic centers, and it can be correlated with their ability to delocalize the arylmethyl carbanions. These findings are supported by electrochemical analysis of the reduction behavior of the parent 1,2-diarylalkene. Applications of these results to the reduction of selected substrates are described.