4-pyridyl butadiene | 60499-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-pyridyl butadiene
• 英文别名: 1-(4-pyridyl)butadiene；(E)-4-(buta-1,3-dien-1-yl)pyridine；trans-1-(γ-Pyridinyl)1,3-butadien；4-buta-1,3-dien-t-yl-pyridine；4-[(1E)-buta-1,3-dienyl]pyridine
• CAS: 60499-02-7
• 化学式: C₉H₉N
• 分子量: 131.177
• InChiKey: IHNRQDDWLKIELG-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-pyridyl butadiene 、 亚硝基苯 以 甲醇 为溶剂， 反应 48.0h， 生成 2-Phenyl-6-<γ-pyridyl>-3,6-dihydro-1,2-oxazin
  参考文献：
  名称：

  Firl,J., Chemische Berichte, 1968, vol. 101, # 1, p. 218 - 225

  摘要：

  DOI：
• 作为产物：
  描述：

  4-吡啶甲醛 、 烯丙基磷酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 生成 4-pyridyl butadiene
  参考文献：
  名称：

  使用砜作为卡宾等价物高效合成孤儿环丙烷

  摘要：

  含有 1,1-二甲基环丙烷的小分子在自然界中普遍存在，但很难使用最先进的金属催化卡宾转移方法合成，而无需竞争 1,2-氢化物转移。在此，我们介绍了一个机制上不同的平台，使用二烷基磺酰基阴离子的碳金属化反应将 1,1-二烷基卡宾单元转移到烯烃上。在存在 NaNH 2或n-BuLi 在醚类溶剂中，二烷基砜与苯乙烯和芳基丁二烯在 23 至 70 °C 之间反应生成相应的 1,1-二烷基环丙烷。我们报告了这种反应的 40 个例子，包括 16 种不同的苯乙烯（高达 89% 的分离产率）、9 种芳基丁二烯（51-88% 的产率）和 13 种不同的砜（46-80% 的产率）。此外，我们报告了一个使用这种方法的连续环丙烷化反应的例子。初步的机理研究表明，通过将磺酰基阴离子直接添加到碳-碳双键上来引发逐步阴离子过程。

  DOI：

  10.1021/jacs.2c07063

文献信息

• Acceleration of a hetero-Diels–Alder reaction by cyclic metalloporphyrin trimers
  作者：Maurus Marty、Zöe Clyde-Watson、Lance J. Twyman、Moshe Nakash、Jeremy K. M. Sanders

  DOI：10.1039/a806070c

  日期：——

  The hetero-Diels–Alder reaction between a pyridylbutadiene and 3-nitrosopyridine is accelerated by a variety of metalloporphyrin trimers; there is a weak correlation between rate acceleration and product binding strength.

  吡啶基丁二烯和3-亚硝基吡啶之间的杂二烯-阿尔德反应可通过多种金属卟啉三聚体加速；速率加速与产物结合强度之间存在弱相关性。
• Intermolecular Triazene Alkene Cycloaddition via Lewis Base Catalysis: Access to Diverse Trifluoromethylated Pyrazolines
  作者：Shiyong Peng、Huijuan Zhu、Haiyun Wu、Di Hao、Liangliang Yang、Yangyang Liu、Xiaojie Gong、Jianhe Wei、Lei Wang

  DOI：10.1002/chem.202300562

  日期：2023.7.14

  An efficient Lewis base catalytic transformation to functionalized 3- and 5-trifluoromethylpyrazolines is developed via [3+2] triazene-alkene cycloaddition reactions of an array of unactivated alkenes with CF3CHN2. This approach features good functional group tolerance and mild reaction conditions. Synthetic utility of the procedure is elucidated by structure diversification of known pharmaceuticals

  通过一系列未活化烯烃与CF 3 CHN 2的[3+2]三氮烯-烯烃环加成反应，开发了一种高效的路易斯碱催化转化为官能化3-和5-三氟甲基吡唑啉的方法。该方法具有良好的官能团耐受性和温和的反应条件。通过已知药物、天然产物和生物活性分子的结构多样化阐明了该过程的合成效用。
• Graft copolymer and process for producing the same
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0490269A1

  公开（公告）日：1992-06-17

  There is provided a process for producing a styrenic graft copolymer which comprises coplymerizing a styrenic monomer and a styrenic monomer having a hydrocarbon radical with an unsaturated bond in the presence of a catalyst comprising as primary ingredient (A) a transition metal compound and (B) a contact product of an organoaluminum compound and a condensation agent or (C) a compound which produces an ionic complex by reacting with the above-mentioned transition metal compound and subsequently graft polymerizing an ethylenically unsaturated monomer onto the resultant styrenic copolymer. The above-described styrenic graft copolymer is greatly improved in terms of compatibility, adhesivity, coatability and wettability while preserving heat resistance and chemical resistance thereof, and thus effective as a variety of constructional materials and compatibilizing agents. Furthermore, the composition or multi-layer material comprising the above-mentioned styrenic graft copolymer is widely utilized in a variety of application field including film, sheet, especially stampable sheet, container, packaging material, automobile parts, electrical and electronic parts, etc.

  提供了一种生产苯乙烯接枝共聚物的工艺，该工艺包括在催化剂存在下，使苯乙烯单体和具有不饱和键烃基的苯乙烯单体共聚，催化剂的主要成分包括(A)过渡金属化合物和(B)有机铝化合物与缩合剂的接触产物或(C)通过与上述过渡金属化合物反应产生离子络合物的化合物，然后将乙烯基不饱和单体接枝聚合到生成的苯乙烯共聚物上。上述过渡金属化合物反应生成离子络合物的化合物，然后将乙烯不饱和单体接枝聚合到生成的苯乙烯共聚物上。 上述苯乙烯接枝共聚物在保持其耐热性和耐化学性的同时，在相容性、粘合性、涂覆性和润湿性方面得到了极大的改善，因此可以有效地用作各种建筑材料和相容剂。此外，由上述苯乙烯接枝共聚物组成的组合物或多层材料可广泛应用于各种应用领域，包括薄膜、片材，尤其是可冲压片材、容器、包装材料、汽车零件、电子电气零件等。
• Product-Induced Distortion of a Metalloporphyrin Host:  Implications for Acceleration of Diels−Alder Reactions
  作者：Moshe Nakash、Zöe Clyde-Watson、Neil Feeder、John E. Davies、Simon J. Teat、Jeremy K. M. Sanders

  DOI：10.1021/ja9922227

  日期：2000.6.1

  New cyclic metalloporphyrin hosts, 6 and 7, have been prepared. At 0.33 mM in dichloromethane at 25 degrees C, they accelerate 65-fold and 840-fold respectively the reaction of diene 1 and dienophile 2 and also bind the hetero Diels-Alder product 3 very strongly. More importantly, small single crystals of solvated 6, 7, and the 6 3 complex were grown and their structures were determined. As the Diels-Alder product resembles the Diels-Alder transition state, the structures of the product-free host 6 and the 6 3 host-product complex allow, for the first time for synthetic receptors, a detailed structural analysis of the geometrical changes imposed on an accelerating agent on binding of a Diels-Alder product. Comparison of these structures reveals that when the Diels-Alder product 3 is bound within the cavity, it induces significant structural changes in 6. This provides the first crystallographic structural evidence that accelerated product formation can be accompanied by substantial host distortion. Desolvation of host and guests emerges as another factor, implying that solvent stabilization is not as significant for the host-accelerated reaction as in the control (host free) reaction.
• US5250629A
  申请人：——

  公开号：US5250629A

  公开（公告）日：1993-10-05