2,2-Dinaphthylcarbene | 225367-71-5

• 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: 2,2-Dinaphthylcarbene
• 英文别名: di(2-naphthyl)carbene；di-2-naphthylcarbene
• CAS: 225367-71-5
• 化学式: C₂₁H₁₄
• 分子量: 266.342
• InChiKey: BPKXJHBVTUSROZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-Dinaphthylcarbene 在 氧气 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  二（萘基）卡宾的生成、反应和动力学：甲基的影响

  摘要：

  通过相应的重氮前体的光解产生一系列在芳环上具有甲基的二（萘基）卡宾（DNC），不仅通过产物分析，而且通过光谱手段进行了研究。“亲本”三联体 α-DNC 的半衰期为 70 ms，比三联体二苯卡宾 (3DPC) 的半衰期大约 30 倍，而亲本三联体 β-DNC 的寿命比三联体短 2 个数量级。 α-异构体。通过在卡宾中心附近引入甲基基团，三重态 DNC 的寿命显着增加。因此，在 2,2',4,4'-位置具有四个甲基的 3α-DNC 被证明具有 100 ms 的半衰期，并且在 2, 这种具有三（氘）甲基的卡宾的 2'-位通过猝灭从甲基到卡宾中心的分子内 H 转移导致邻醌化合物的寿命增加约 3 倍。结果在抵消方面进行了讨论...

  DOI：

  10.1021/jp026410m
• 作为产物：
  描述：

  二-1-萘基甲酮 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 正己烷 、 水 、 甲苯 为溶剂， 反应 1.0h， 生成 2,2-Dinaphthylcarbene
  参考文献：
  名称：

  Zero-Field Splitting of the Electronic Ground and Lowest Excited Triplet States of 2,2-Dinaphthylcarbene in n-Hexane at 1.7 K

  摘要：

  The triplet-triplet fluorescence spectra of a new carbene, 2,2-dinaphthylcarbene in n-hexane and n-heptane, were studied at cryogenic temperatures. Synthesis of the carbene precursor, 2,2-dinaphthyldiazomethane, is described. Spectral holes were burned within the inhomogeneous 0,0 fluorescence excitation line assigned to the pseudo-E/trans conformer. The complicated pattern of burned holes was interpreted with a model taking into account the zero-field splitting (ZFS) of the ground T-0 and excited T-1 triplet states and the selectivity of the intersystem crossing channel. The unusual observation of antiholes was attributed to the extremely long spin-lattice relaxation time in the T-0 state. The analysis provided direct information about the ZFS parameters of the To and Ti states: E-0 = 0.022 +/- 0.001 cm(-1), D-0 = 0.477 +/- 0.001 cm(-1), E-1 = 0.006 +/- 0.0002 cm(-1) and D-1 = 0.043 +/- 0.0005 cm(-1).

  DOI：

  10.1021/jp984581e

文献信息

• Aloshyna; Kozankiewicz, Boleslaw; Sienkiewicz, Polish Journal of Chemistry, 2002, vol. 76, # 2-3, p. 301 - 307
  作者：Aloshyna、Kozankiewicz, Boleslaw、Sienkiewicz、Gudmundsdottir、Platz

  DOI：——

  日期：——
• A Hole-Burning Study of the Zero-Field Splitting of the Triplet Ground and Excited States of 2,2-Dinaphthylcarbene in <i>n</i>-Heptane and <i>n</i>-Hexane at 1.7 K
  作者：B. Kozankiewicz、M. Aloshyna、M. Orrit、Ph. Tamarat、A. D. Gudmundsdottir、M. S. Platz

  DOI：10.1021/jp000453q

  日期：2000.8.1

  Spectral holes were burned within the inhomogeneous 0,0 fluorescence excitation lines of the T-0 --> T-1 transition of 2,2-dinaphthylcarbene (2,2-DNC) in n-heptane at 1.7 K. The spectrum of holes, attributed to the Z/cis conformer of 2,2-DNC, was interpreted with a model taking into account the zero-field splitting (zfs) of both triplet states contributing to the transition, enforced C-2 nu symmetry, and the dominance of internal conversion in the relaxation of the excited T-1 state. Under enforced high symmetry, the number of possible electronic transitions between different spin sublevels of the ground T-0 and excited T-1 states is reduced and the analysis of spectral position of holes can only provide the differences between the zfs parameters: D-0 - D-1 = 0.558 +/- 0.001 cm(-1) and E-0 - E-1 = 0.0183 +/- 0.001 cm(-1).