4,4-dimethyl-1,1-diphenyl-1,2-pentadiene | 81740-70-7

• 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: 4,4-dimethyl-1,1-diphenyl-1,2-pentadiene
• 英文别名: 1,1'-(4,4-Dimethylpenta-1,2-diene-1,1-diyl)dibenzene
• CAS: 81740-70-7
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: JOZHFEIJMGZJDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-1,1-diphenyl-1,2-pentadiene 以12%的产率得到
  参考文献：
  名称：

  STEINMETZ, M. G.;MAYES, R. T.;YANG, JI-CHARNG, J. AMER. CHEM. SOC., 1982, 104, N 12, 3518-3520

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯基溴甲烷 在 正丁基锂 、 乙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 17.0h， 生成 4,4-dimethyl-1,1-diphenyl-1,2-pentadiene
  参考文献：
  名称：

  Mechanisms for interconversions among C3H4 hydrocarbons: deuterium isotope effects and independent generation of vinylmethylene intermediates in photoisomerizations of allenes and cyclopropenes

  摘要：

  DOI：

  10.1021/ja00293a047

文献信息

• Complementary Iron(II)‐Catalyzed Oxidative Transformations of Allenes with Different Oxidants
  作者：Venkata R. Sabbasani、Hyunjin Lee、Yuanzhi Xia、Daesung Lee

  DOI：10.1002/anie.201510006

  日期：2016.1.18

  Substituent‐ and oxidant‐dependent transformations of allenes are described. Given the profound influence of the substituent on the reactivity of allenes, the subtle differences in allene structures are manifested in the formation of diverse products when reacted with different electrophiles/oxidants. In general, reactions of nonsilylated allenes involve an allylic cation intermediate by forming a

  描述了丙二烯的取代基和氧化剂依赖性转化。考虑到取代基对丙二烯反应性的深远影响，当与不同的亲电试剂/氧化剂反应时，丙二烯结构的细微差异体现在各种产物的形成中。通常，非甲硅烷基化的丙二烯的反应通过与杂化的C2形成DD键（2,3-二氯-5,6-二氰基对苯醌）或TBHP（通过在杂化C2上形成C-O键）来涉及烯丙基阳离子中间体。叔丁基过氧化氢）中，用的FeCl沿2 ⋅4ħ 2O（10摩尔％）。相反，甲硅烷基化丙二烯青睐炔阳离子中间体的由丙二烯氢化物转移到氧化剂，从而产生1,3-烯炔（E1产品）或丙炔醚THBP（S形成Ñ 1个产物）。DFT计算强烈支持由非甲硅烷基化和甲硅烷基化的丙二烯形成这些不同的假定阳离子中间体。
• Carbanions. 20. Rearrangements in reactions of 5-chloro-4,4-diphenyl-2-pentyne, 1-chloro-5,5-dimethyl-2,2-diphenyl-3-hexyne, and 5,5-dimethyl-2,2-diphenyl-3-hexyne with alkali metals. Cation effects on migratory aptitudes of groups
  作者：Erling Grovenstein、Kuen-Wai Chiu、Bhalchandra B. Patil

  DOI：10.1021/ja00538a025

  日期：1980.8
• Ando, Wataru; Choi, Nami; Kabe, Yoshio, Journal of the American Chemical Society, 1990, vol. 112, # 11, p. 4574 - 4576
  作者：Ando, Wataru、Choi, Nami、Kabe, Yoshio

  DOI：——

  日期：——
• Formation of thioruthenium carbonyl clusters via a thioallyl cation complex
  作者：Nami Choi、Yoshio Kabe、Wataru Ando

  DOI：10.1021/om00038a018

  日期：1992.2

  Tetramethylallene episulfide (1a) reacts with Ru3(CO)12 to afford the oxidative addition hydride clusters Ru3(CO)10[mu-S(C = CMe2)C(Me2) = CH2](mu-H) (2) and Ru3(CO)9[mu-S(C = CMe2)C(Me = CH2](mu-H) (3), respectively. The structure of 2 was characterized crystallographically. The cluster 2 undergoes decarbonylation at 60-degrees-C to form 3 in 47% yield. The cluster 3 can regenerate 2 by bubbling with carbon monoxide under 1 atm of pressure at room temperature, in 80% yield. The chemical correlations leave little doubt about the structure of 3 which has a six-electron donating (mu-S)(mu-H)-eta(2)-dimethylpentadine ligand. The reaction of 1-tert-butyl-3,3-diphenylallene 1-episulfide (1b) with Ru3(CO)12 resulted in the formation of the cluster Ru3(CO)10[2-(mu-S)-1-tert-butyl-3-phenylindene](mu-H) (5). The X-ray structure of 5 shows that intramolecular cyclization has occurred besides C-S bond cleavage. The thioallyl cation complexes 9 and 10 are the intermediates of the formation of clusters 2 and 5. Upon warming to 80-120-degrees-C, 2 and 5 were finally converted to desulfurized products 2,4-dimethyl-1,3-pentadiene (6) (quantitative) and 1-tert-butyl-3-phenylindene (7) (56%) along with thio cluster HRu5(CO)15[2-(mu-S)-1-tert-butyl-3-phenylindene](mu-4-S) (8) (30%).
• (Thioallyl)iron tricarbonyl complexes
  作者：Nami Choi、Yoshio Kabe、Wataru Ando

  DOI：10.1021/om00040a021

  日期：1992.4

  The tetramethylallene episulfide 1a reacts with Fe2(CO)9 to afford (tetramethylthioallyl)iron tricarbonyl complex 2a and (mu-2,4-dimethyl-2-pentene-3,4-dithiolato-kappa(2)S:kappa(2)S')diiron hexacarbonyl (3). The structure of 3 was characterized crystallographically. The reaction of 1-tert-butyl-3,3-diphenylallene 1-episulfide (1b) with Fe2(CO)9 resulted in the formation of (1-tert-butyl-3,3-diphenyl-2-thioallyl)iron tricarbonyl (2b). The (thioallyl)iron tricarbonyl complex 2b exists as an eta(4)-pi-complex as revealed by H-1 and C-13 NMR spectroscopy as well as by X-ray diffraction analysis. Thermolysis of 2b in the presence of carbon monoxide gave 2-tert-butyl-4-(diphenylmethylidene)thietan-3-one (7). Complex 2b reacts with PPh3 to give 7 and metalathiopentanone 8. Heating of 8 gave 7 and a corresponding allene 5b. According to the structure of 7 and 8 and chemical observations, thermolysis of 8 took place to give 7 via a metathesis-like reaction of 1,2- or 1,3-metalathietane 13 and 15.