(3-cyclobutylpropyl)benzene | 1209449-34-2

• 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: (3-cyclobutylpropyl)benzene
• 英文别名: 3-Cyclobutylpropylbenzene
• CAS: 1209449-34-2
• 化学式: C₁₃H₁₈
• 分子量: 174.286
• InChiKey: SSTYIMMKZYTDSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3-苯丙醇 在 copper(l) iodide 、 lithium methanolate 、 magnesium 、 三乙胺 、 双二苯基膦甲烷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (3-cyclobutylpropyl)benzene
  参考文献：
  名称：

  铜催化的未活化烷基甲苯磺酸盐和甲基磺酸盐与烷基和芳基溴化物的还原交叉偶联

  摘要：

  研究了未活化的烷基甲苯磺酸盐和甲磺酸盐与烷基和芳基溴化物的铜催化还原性交叉偶联反应。它提供了一种可行的方法，可通过易于获得的底物进行立体控制，从而高效，经济地构建芳基-烷基和烷基-烷基CC键。当以分子内方式使用时，该反应可方便地获得各种取代的碳环或杂环，例如2,3-二氢苯并呋喃和苯并色烯衍生物。

  DOI：

  10.1002/chem.201405223

文献信息

• Preparation of Highly Reactive Lithium Metal Dendrites for the Synthesis of Organolithium Reagents
  作者：Michael P. Crockett、Lupita S. Aguirre、Leonel B. Jimenez、Han-Hsiang Hsu、Andy A. Thomas

  DOI：10.1021/jacs.2c07207

  日期：2022.9.14

  A long-standing problem in the area of organolithium chemistry has been the need for a highly reactive Li-metal source that mimics Li-powders but has the advantage of being freshly prepared from inexpensive and readily available Li-sources. Here, we report a simple and convenient activation method using liquid ammonia that furnishes a new Li-metal source in the form of crystalline Li-dendrites. The

  有机锂化学领域的一个长期存在的问题是需要一种高反应性的锂金属源，它可以模拟锂粉，但具有由廉价且容易获得的锂源新鲜制备的优势。在这里，我们报告了一种使用液氨的简单方便的活化方法，该方法以结晶锂枝晶的形式提供了一种新的锂金属源。锂枝晶被证明具有约。比通过原型机械活化方法产生的传统锂源的表面积大 100 倍。随着表面积的增加，锂枝晶显示出比锂粉显着提高的速率，锂粉是目前制备有机锂化合物的行业标准。
• A Rationally Designed Iron(II) Catalyst for C(sp3)−C(sp2) and C(sp3)−C(sp3) Suzuki–Miyaura Cross‐Coupling
  作者：Donghuang Chen、Clément Lepori、Régis Guillot、Richard Gil、Sophie Bezzenine、Jérôme Hannedouche

  DOI：10.1002/anie.202408419

  日期：2024.8.5

  A well-defined iron catalyst with high efficiency for Suzuki–Miyaura coupling involving C(sp3) partners is described. In the presence of a lithium amide base, this catalyst enabled, for the first time, C(sp3)−C(sp2) coupling of 1°, 2°, and 3° alkyl halides and (hetero)aryl boronic esters as well as C(sp3)−C(sp3) coupling of 1° and 2° alkyl halides and 1° and 2° alkyl boranes under mild conditions and

  描述了一种明确的铁催化剂，具有高效率，适用于涉及 C(sp 3 ) 伴侣的 Suzuki-Miyaura 偶联。在氨基锂碱存在下，该催化剂首次实现了 1°、2° 和 3° 卤代烷与（杂）芳基硼酸酯的 C(sp 3 )−C(sp 2 ) 偶联：以及在温和条件下和具有广泛官能团耐受性的 1° 和 2° 烷基卤化物与 1° 和 2° 烷基硼烷的 C(sp 3 )−C(sp 3 ) 偶联。
• Stereoselective Synthesis of Metalated Cyclobutyl Derivatives
  作者：Einav Tsoglin、Helena Chechik、Guy Karseboom、Nicka Chinkov、Amnon Stanger、Ilan Marek

  DOI：10.1002/adsc.200800719

  日期：2009.5

  Abstractmagnified imageTreatment of Z‐vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et2ZrCp2] leads to cyclobutyl‐zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring‐expansion followed by an intramolecular migratory insertion.
• SYSTEMS AND METHODS FOR PREPARATION OF HIGHLY REACTIVE ALKALI METAL DENDRITES FOR THE SYNTHESIS OF ORGANOLITHIUM REAGENTS
  申请人：THE TEXAS A&M UNIVERSITY SYSTEM

  公开号：US20240025925A1

  公开（公告）日：2024-01-25

  Systems and methods for formation of highly reactive alkali dendrites are provided. For example, in some embodiments alkali metals are dissolved in ammonia to form metal electrides after which the ammonia is removed via vacuum to reveal highly activated metal surfaces in the form of crystalline alkali dendrites. The alkali dendrites can mimic powders but have the advantage of being freshly prepared from inexpensive and readily available metal sources. These uniquely activated metals exhibit enhanced reactivity comparatively to similar off the shelf sources of the corresponding metals. For example, the dendrites can have about 100 times greater surface area than conventional metal sources and/or be about 19 times more reactive than powders that serve as the industry standard for the preparation of organometallic compounds. After surface activation, these metals can be used to prepare various organometallic reagents.