2,5-di(tert-butyl)isothiocyanatobenzene | 147345-97-9

• 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: 2,5-di(tert-butyl)isothiocyanatobenzene
• 英文别名: 1,4-Ditert-butyl-2-isothiocyanatobenzene
• CAS: 147345-97-9
• 化学式: C₁₅H₂₁NS
• 分子量: 247.404
• InChiKey: LNXBTUNRECMPPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-di(tert-butyl)isothiocyanatobenzene 在 sodium methylate 、 2-氯-1,3-二甲基氯化咪唑啉 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 12.5h， 生成 (4S,5S)-2-[2,5-di(tert-butyl)phenylimino]-4,5-diphenylimidazolidine
  参考文献：
  名称：

  Modified Guanidines as Potential Chiral Superbases. 2. Preparation of 1,3-Unsubstituted and 1-Substituted 2-Iminoimidazolidine Derivatives and a Related Guanidine by the 2-Chloro-1,3-dimethylimidazolinium Chloride-Induced Cyclization of Thioureas

  摘要：

  Simple preparation methods for modified guanidines were explored for new chiral superbases, Thus, (4S,5S)-4,5-diphenyl- and diastereomeric cyclohexane-fused 2-iminoimidazolidines were prepared from (1S,2S)-1,2-diphenylethylenediamine and (1R,2R)- or (1S,2S)-1,2-diaminocyclohexanes through cyclization of protected thiourea intermediates with 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a key reaction. In the (4S,SS)-4,5-diphenyl series 1-methyl-2-iminoimidazolidines and 2-diethylaminoimidazoline were also prepared as related guanidines.

  DOI：

  10.1021/jo000745n
• 作为产物：
  描述：

  2,5-二叔丁基苯胺 在 2-氯-1,3-二甲基氯化咪唑啉 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,5-di(tert-butyl)isothiocyanatobenzene
  参考文献：
  名称：

  Modified Guanidines as Potential Chiral Superbases. 2. Preparation of 1,3-Unsubstituted and 1-Substituted 2-Iminoimidazolidine Derivatives and a Related Guanidine by the 2-Chloro-1,3-dimethylimidazolinium Chloride-Induced Cyclization of Thioureas

  摘要：

  Simple preparation methods for modified guanidines were explored for new chiral superbases, Thus, (4S,5S)-4,5-diphenyl- and diastereomeric cyclohexane-fused 2-iminoimidazolidines were prepared from (1S,2S)-1,2-diphenylethylenediamine and (1R,2R)- or (1S,2S)-1,2-diaminocyclohexanes through cyclization of protected thiourea intermediates with 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a key reaction. In the (4S,SS)-4,5-diphenyl series 1-methyl-2-iminoimidazolidines and 2-diethylaminoimidazoline were also prepared as related guanidines.

  DOI：

  10.1021/jo000745n

文献信息

• Optically Active Iridium Imidazol-2-ylidene-oxazoline Complexes:  Preparation and Use in Asymmetric Hydrogenation of Arylalkenes
  作者：Marc C. Perry、Xiuhua Cui、Mark T. Powell、Duen-Ren Hou、Joseph H. Reibenspies、Kevin Burgess

  DOI：10.1021/ja028142b

  日期：2003.1.1

  +89% enantiomeric excess); a transformation from one prevalent mechanism to another is inferred from this. The studies of pressure dependence revealed that many reactions proceeded with high conversions, and optimal enantioselectivities in approximately 2 h when only 1 bar of hydrogen was used. Deuterium-labeling experiments provide evidence for other types of competing mechanisms that lead to D-incorporation

  这项工作探索了 N-杂环卡宾恶唑啉配体 1 的铱配合物在芳基烯烃的不对称氢化中的潜力。可接近的卡宾前体、咪唑盐 2 和稳定的铱配合物 5 促进了发现/优化方法，该方法的特点是制备小型铱配合物库、平行氢化反应和自动分析。通过单晶 X 射线衍射技术研究了三种配合物（5ab、5ad 和 5dp）和一种类似的铑配合物（6ap）。这揭示了 6ap 的分子特征，大概是相应的铱配合物 5ap，而其他人则没有。在芳基烯烃配合物的对映选择性氢化中，5ap 对许多（但不是全部）底物是最好的。观察到的对映选择性和转化率对催化剂和底物结构的微小变化很敏感。具有脂肪族 N-杂环卡宾取代基的配体产生无活性的配合物，并且在氢化条件下不会失去 1,5-环辛二烯配体。调查这一意外观察结果的实验​​表明它是立体的，而不是电子的。温度和压力对这些反应的转化率和对映选择性的影响对某些烯烃影响很小，但对其他烯烃影响很大。在一种情况
• Modified Guanidines as Potential Chiral Superbases. 2. Preparation of 1,3-Unsubstituted and 1-Substituted 2-Iminoimidazolidine Derivatives and a Related Guanidine by the 2-Chloro-1,3-dimethylimidazolinium Chloride-Induced Cyclization of Thioureas
  作者：Toshio Isobe、Keiko Fukuda、Tatsuhiro Tokunaga、Hiroko Seki、Kentaro Yamaguchi、Tsutomu Ishikawa

  DOI：10.1021/jo000745n

  日期：2000.11.1

  Simple preparation methods for modified guanidines were explored for new chiral superbases, Thus, (4S,5S)-4,5-diphenyl- and diastereomeric cyclohexane-fused 2-iminoimidazolidines were prepared from (1S,2S)-1,2-diphenylethylenediamine and (1R,2R)- or (1S,2S)-1,2-diaminocyclohexanes through cyclization of protected thiourea intermediates with 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a key reaction. In the (4S,SS)-4,5-diphenyl series 1-methyl-2-iminoimidazolidines and 2-diethylaminoimidazoline were also prepared as related guanidines.