2-isopropoxybiphenyl-3-carbaldehyde | 478942-83-5

• 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-isopropoxybiphenyl-3-carbaldehyde
• 英文别名: 3-phenyl-2-isopropoxybenzaldehyde；3-phenyl-2-propan-2-yloxybenzaldehyde
• CAS: 478942-83-5
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: NXVKYUOTGXYRRE-UHFFFAOYSA-N

物化性质

• 沸点：
  360.4±30.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-isopropoxybiphenyl-3-carbaldehyde 在 copper(l) chloride 、 sodium t-butanolate 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 Blechert catalyst
  参考文献：
  名称：

  由分子内空间应变驱动的高活性第二代 Grubbs-Hoveyda 催化剂

  摘要：

  制备了各种由分子内空间应变活化的 Grubbs-Hoveyda 第二代催化剂。在配体部分带有 9-蒽基的变体表现出最高的催化活性。新型蒽基型活化催化剂用于闭环复分解反应，有效提供4-取代产物。

  DOI：

  10.1055/s-0035-1562468
• 作为产物：
  描述：

  邻苯基苯酚 在 氯乙烷 、 potassium carbonate 、 magnesium 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-isopropoxybiphenyl-3-carbaldehyde
  参考文献：
  名称：

  环状（氨基）（桶烯）碳烯钌配合物：烯烃复分解反应的合成和反应性

  摘要：

  报道了以环状(氨基)(桶烯)卡宾(即CABCs)作为配体合成钌配合物。这些新配合物以中等至良好的产率分离，在 110 °C 的几天内表现出令人印象深刻的热稳定性。在各种闭环复分解（RCM）、大环-RCM、闭环烯炔复分解（RCEYM）、交叉复分解（CM）和开环交叉复分解（ROCM）反应中均表现出良好的催化性能。

  DOI：

  10.1039/d4dt00102h

文献信息

• Allyl Transfer to Aldehydes and Ketones by Brønsted Acid Activation of Allyl and Crotyl 1,3,2-Dioxazaborolidines
  作者：Maureen K. Reilly、Scott D. Rychnovsky

  DOI：10.1021/ol1020515

  日期：2010.11.5

  Brønsted acids activate allyl dioxazaborolidines to generate reactive allyl-transfer reagents in situ. These reagents add to aldehydes and ketones to generate the corresponding alcohols in good yields under mild conditions. The E- and Z-crotyl reagents react diastereoselectively with aldehydes and ketones to produce anti and syn adducts, respectively, a result consistent with a cyclic transition state (type

  烷基二恶唑硼烷是空气稳定的，通常是结晶有机硼烷。多种 Brønsted 酸激活烯丙基二恶唑硼烷以原位生成反应性烯丙基转移试剂。这些试剂添加到醛和酮中，在温和的条件下以良好的收率生成相应的醇。的ë -和Ž -crotyl试剂与醛和酮非对映选择性反应以产生抗与顺式加合物，分别与环状过渡态（I型机构）相一致的结果。
• Impact of NHC Ligand Conformation and Solvent Concentration on the Ruthenium-Catalyzed Ring-Closing Metathesis Reaction
  作者：Michele Gatti、Ludovic Vieille-Petit、Xinjun Luan、Ronaldo Mariz、Emma Drinkel、Anthony Linden、Reto Dorta

  DOI：10.1021/ja903554v

  日期：2009.7.15

  Two saturated N-heterocyclic carbene ligands with substituted naphthyl side chains were used for the preparation of Blechert-type ruthenium metathesis precatalysts. The resulting conformers of the complexes were separated and unambiguously assigned by X-ray diffraction studies. All new complexes were compared in terms of activity to the original, SIMes-derived Blechert catalyst and were shown to be

  两个具有取代萘基侧链的饱和 N-杂环卡宾配体用于制备 Blechert 型钌复分解预催化剂。通过 X 射线衍射研究分离并明确指定了复合物的构象异构体。所有新配合物在活性方面都与原始的、SIMes 衍生的 Blechert 催化剂进行了比较，并显示出优越性。使用这些新催化剂中最具活性的 RCM 反应中溶剂浓度的影响的研究最终导致各种底物在非常低的催化剂负载下闭环。
• Novel transition-metal complexes and use thereof in transition-metal catalyzed reactions
  申请人：——

  公开号：US20040176608A1

  公开（公告）日：2004-09-09

  The invention relates to novel transition metal complexes of the formula (I) and (II), 1 to processes for preparing these transition metal complexes, to intermediates for preparing them, and also to the use of the transition metal complexes as catalysts in organic reactions, particularly in metathesis reactions.

  本发明涉及公式(I)和(II)的新型过渡金属配合物，制备这些过渡金属配合物的方法，制备它们的中间体，以及将这些过渡金属配合物作为有机反应催化剂，特别是作为交换反应中的催化剂的用途。
• A highly efficient olefin metathesis initiator: improved synthesis and reactivity studies
  作者：Aideen M Dunne、Stefan Mix、Siegfried Blechert

  DOI：10.1016/s0040-4039(03)00346-0

  日期：2003.3

  The synthesis of ligand 8, required for the preparation of catalyst 4c has been optimised. Ligand exchange studies indicate that biphenyl-based alkylidene 4c initiates considerably faster than its unsubstituted analogue 4a. The performance of 4c in ring-opening cross metathesis reactions involving substrates containing unprotected chelating atoms is also reported. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Chiral Ru-Based Complexes for Asymmetric Olefin Metathesis:  Enhancement of Catalyst Activity through Steric and Electronic Modifications
  作者：Joshua J. Van Veldhuizen、Dennis G. Gillingham、Steven B. Garber、Osamu Kataoka、Amir H. Hoveyda

  DOI：10.1021/ja0302228

  日期：2003.10.1

  Design, synthesis, characterization, and catalytic activity of six enantiomerically pure Ru-based metathesis catalysts are disclosed (3a-3f). The new chiral catalysts were prepared through steric and electronic alterations of the parent catalyst system (3). The present studies indicate that the effect of structural modifications of chiral complex 3 does not always correspond to those of the related achiral complexes. The present findings illustrate that modified Ru complexes (3e and 3f) deliver reactivity levels that are more than 2 orders of magnitude higher than 3. Reactivity and physical data are provided that shed light on the origin of activity differences. Some members of the new generation of chiral Ru catalysts promote asymmetric ring-opening (AROM) and ring-closing (ARCM) metatheses that cannot be effected by the first generation chiral catalyst (3).