1,1'-[decane-1,10-diylbis(oxy)]bis[4-(bromomethyl)benzene] | 111285-01-9

• 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: 1,1'-[decane-1,10-diylbis(oxy)]bis[4-(bromomethyl)benzene]
• 英文别名: 1-(Bromomethyl)-4-[10-[4-(bromomethyl)phenoxy]decoxy]benzene
• CAS: 111285-01-9
• 化学式: C₂₄H₃₂Br₂O₂
• 分子量: 512.325
• InChiKey: JTFIPKIMAWUBIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-[decane-1,10-diylbis(oxy)]bis[4-(bromomethyl)benzene] 在 dibromobis(triphenylphosphine)nickel(II) 、 锰 、 四乙基碘化铵 、 sodium hydride 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.33h， 生成 3,16,22,33-Tetraoxa-41,42-diazapentacyclo[32.2.2.218,21.15,9.110,14]dotetraconta-1(37),5(42),6,8,10,12,14(41),18,20,34(38),35,39-dodecaene
  参考文献：
  名称：

  使用活性金属模板策略通过索烯形成对环对苯撑进行非共价改性**

  摘要：

  通过活性金属模板策略合成了由[9]CPP和2,2'-联吡啶大环组成的CPP-联吡啶索烯烷。联吡啶大环部分的催化 C−H 硼基化/交叉偶联和金属络合说明了 [9]CPP-联吡啶索烯的有效后官能化。还研究了[9]CPP-联吡啶索烯Ag配合物的结构和光物理性质。

  DOI：

  10.1002/anie.202310613
• 作为产物：
  描述：

  4,4'-[decane-1,10-diylbis(oxy)]bis[benzenemethanol] 在 氢溴酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1,1'-[decane-1,10-diylbis(oxy)]bis[4-(bromomethyl)benzene]
  参考文献：
  名称：

  Analysis and Improvement of an Anion-Templated Rotaxane Synthesis

  摘要：

  A series of new rotaxanes with axles different in length was prepared. Following the synthetic protocol utilizing a known anion template effect (Scheme 1), surprisingly low yields in the order of 2 - 5% were obtained (Scheme 3), which furthermore significantly depended on the nature of the stopper (Fig. 1). Variations in the synthetic procedures and computational results from Monte Carlo simulations allowed us to analyze the origin of these findings: The rotaxane wheel 3 acts as a noncovalently bound 'protecting group' for the stopper nucleophile. The protection of the nucleophilic phenolate O-atom depends much on the steric demands of the stoppers (see 2 vs. 10) which induce different conformations of the wheel. Based on this model. an improved synthetic scheme is suggested.

  DOI：

  10.1002/1522-2675(200206)85:6<1578::aid-hlca1578>3.0.co;2-l

文献信息

• Ionene elastomers
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0228803B1

  公开（公告）日：1992-09-16
• Analysis and Improvement of an Anion-Templated Rotaxane Synthesis
  作者：Christoph A. Schalley、Gabriele Silva、Carl Friedrich Nising、Petra Linnartz

  DOI：10.1002/1522-2675(200206)85:6<1578::aid-hlca1578>3.0.co;2-l

  日期：2002.6

  A series of new rotaxanes with axles different in length was prepared. Following the synthetic protocol utilizing a known anion template effect (Scheme 1), surprisingly low yields in the order of 2 - 5% were obtained (Scheme 3), which furthermore significantly depended on the nature of the stopper (Fig. 1). Variations in the synthetic procedures and computational results from Monte Carlo simulations allowed us to analyze the origin of these findings: The rotaxane wheel 3 acts as a noncovalently bound 'protecting group' for the stopper nucleophile. The protection of the nucleophilic phenolate O-atom depends much on the steric demands of the stoppers (see 2 vs. 10) which induce different conformations of the wheel. Based on this model. an improved synthetic scheme is suggested.
• Noncovalent Modification of Cycloparaphenylene by Catenane Formation Using an Active Metal Template Strategy**
  作者：Hisayasu Ishibashi、Manuel Rondelli、Hiroki Shudo、Takehisa Maekawa、Hideto Ito、Kiichi Mizukami、Nobuo Kimizuka、Akiko Yagi、Kenichiro Itami

  DOI：10.1002/anie.202310613

  日期：2023.10.26

  which consists of [9]CPP and a 2,2′-bipyridine macrocycle, has been synthesized by an active metal template strategy. Catalytic C−H borylation/cross-coupling and metal complexation at the bipyridine macrocycle moiety illustrated the efficient post-functionalization of the [9]CPP-bipyridine catenane. The structural and photophysical properties of the Ag complex of [9]CPP-bipyridine catenane were also studied

  通过活性金属模板策略合成了由[9]CPP和2,2'-联吡啶大环组成的CPP-联吡啶索烯烷。联吡啶大环部分的催化 C−H 硼基化/交叉偶联和金属络合说明了 [9]CPP-联吡啶索烯的有效后官能化。还研究了[9]CPP-联吡啶索烯Ag配合物的结构和光物理性质。