Diethylcarbamic acid, 2'-methoxy-<1,1'-biphenyl>-2-yl ester | 103698-27-7

• 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: Diethylcarbamic acid, 2'-methoxy-<1,1'-biphenyl>-2-yl ester
• 英文别名: N,N-diethylcarbamic acid [2-(2-methoxyphenyl)phenyl] ester；[2-(2-methoxyphenyl)phenyl] N,N-diethylcarbamate
• CAS: 103698-27-7
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: FEJCKIJBPGEIKD-UHFFFAOYSA-N

物化性质

• 沸点：
  404.9±37.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Diethylcarbamic acid, 2'-methoxy-<1,1'-biphenyl>-2-yl ester 在 盐酸 、 四甲基乙二胺 、 仲丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 2-羟基-3-(2-甲氧基苯基)苯甲醛
  参考文献：
  名称：

  Molecular recognition of neutral molecules by metalloclefts: synthesis, x-ray structure, proton NMR spectroscopy, electrochemistry, and molecular modeling

  摘要：

  Metalloclefts 2 and 10a-b and metallomacrocycles 7a-c possessing a Lewis acidic uranyl cation were synthesized from the corresponding aldehydes. The complexation of these compounds with neutral molecules was assessed by H-1 NMR spectroscopy, X-ray structure determination, polarography, and molecular modelling. H-1 NMR titration experiments and the crystal structure of 10b.4-tert-butylpyridine indicate that the neutral guests coordinate with their Lewis basic site at the uranyl, and that pi-pi stacking of the aromatic rings of host and guest stabilizes the complexes. Free energies of complexation, for a series of hosts and guests, obtained from polarographic titration data, vary from 1.5 to greater-than-or-equal-to 6.3 kcal mol-1. Compared to the reference salophene-uranyl 11 the stabilities of the complexes are enhanced up to 1.7 kcal mol-1 for 2 and up to 1.6 kcal mol-1 for 10a-b; for the more rigid metallomacrocyles 7 increases up to 2.2 kcal mol-1 were found. The calculated and experimentally determined relative energies of complexation of 4-methylpyridine vs pyridine with 2, 10a-b, and 11 correspond quantitatively.

  DOI：

  10.1021/jo00007a023
• 作为产物：
  描述：

  2-(2-甲氧基苯基)苯酚 、 N,N-二乙基氯甲酰胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以95%的产率得到Diethylcarbamic acid, 2'-methoxy-<1,1'-biphenyl>-2-yl ester
  参考文献：
  名称：

  Molecular recognition of neutral molecules by metalloclefts: synthesis, x-ray structure, proton NMR spectroscopy, electrochemistry, and molecular modeling

  摘要：

  Metalloclefts 2 and 10a-b and metallomacrocycles 7a-c possessing a Lewis acidic uranyl cation were synthesized from the corresponding aldehydes. The complexation of these compounds with neutral molecules was assessed by H-1 NMR spectroscopy, X-ray structure determination, polarography, and molecular modelling. H-1 NMR titration experiments and the crystal structure of 10b.4-tert-butylpyridine indicate that the neutral guests coordinate with their Lewis basic site at the uranyl, and that pi-pi stacking of the aromatic rings of host and guest stabilizes the complexes. Free energies of complexation, for a series of hosts and guests, obtained from polarographic titration data, vary from 1.5 to greater-than-or-equal-to 6.3 kcal mol-1. Compared to the reference salophene-uranyl 11 the stabilities of the complexes are enhanced up to 1.7 kcal mol-1 for 2 and up to 1.6 kcal mol-1 for 10a-b; for the more rigid metallomacrocyles 7 increases up to 2.2 kcal mol-1 were found. The calculated and experimentally determined relative energies of complexation of 4-methylpyridine vs pyridine with 2, 10a-b, and 11 correspond quantitatively.

  DOI：

  10.1021/jo00007a023

文献信息

• Synthetic connections to the aromatic directed metalationreaction. Unsymmetrical biaryls by palladium-catalyzed cross coupling of directed metalation-derived arylboronic acids with aryl halides
  作者：M.J. Sharp、V. Snieckus

  DOI：10.1016/s0040-4039(00)95108-6

  日期：1985.1

  The arylboronic acids 2 and 4 derived by directed ortho metalation of benzamides and carbamates, undergo an efficient palladium-catalyzed cross coupling reaction with a variety of aryl halides to yield unsymmetrical biaryls and heterobiaryls (Table).

  通过苯甲酰胺和氨基甲酸酯的直接邻位金属化衍生的芳基硼酸2和4与各种芳基卤化物进行有效的钯催化的交叉偶联反应，以产生不对称的联芳基和杂联芳基（表）。
• Catalyst components for the polymerization of olefins
  申请人：Basell Poliolefine Italia S.r.l.

  公开号：EP2803678A1

  公开（公告）日：2014-11-19

  A solid catalyst component for the polymerization of olefins comprising Mg, Ti, Cl and at least an electron donor compound which is the reaction product obtained by bringing into contact a Mg compound and a Ti compound having at least a Ti-halogen bond with an electron donor selected from specific diphenol derivatives.

  一种用于烯烃聚合的固体催化剂组分，包括Mg、Ti、Cl和至少一种电子供体化合物，该化合物是通过将Mg化合物和至少含有一种Ti-卤素键的Ti化合物与选自特定二酚衍生物的电子供体接触而获得的反应产物。
• Synthetic connections to the aromatic directed metalation reaction. Functionalized aryl boronic acids by ipso borodesilylation. General syntheses of unsymmetrical biphenyls and m-terphenyls
  作者：M.J. Sharp、W. Cheng、V. Snieckus

  DOI：10.1016/s0040-4039(00)95599-0

  日期：——

  Aryl boronic acids 2a-d and 4a-d obtained by metalation-B(OMe)3 or metalation silylation-ipso borodesilylation sequences, participate in efficient Pd°-catalyzed cross coupling reactions with aryl bromides to give unsymmetrical biphenyls 3a-d and -terphenyls 5a-d respectively.

  通过金属化-B（OMe）3或金属化甲硅烷基化-ipso bodesilylation序列获得的芳基硼酸2a-d和4a-d参与与芳基溴化物有效的Pd°催化的交叉偶联反应，从而得到不对称的联苯3a-d和-terphenyls分别参见图5a-d。
• CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS
  申请人：BASELL POLIOLEFINE ITALIA S.R.L.

  公开号：US20160115261A1

  公开（公告）日：2016-04-28

  A solid catalyst component for the polymerization of olefins comprising Mg, Ti, Cl and at least an electron donor compound which is the reaction product obtained by bringing into contact a Mg compound and a Ti compound having at least a Ti-halogen bond with an electron donor selected from specific diphenol derivatives.

  用于烯烃聚合的固体催化剂组分，包括Mg、Ti、Cl和至少一种电子供体化合物，该电子供体化合物是通过将Mg化合物和至少具有Ti-卤素键的Ti化合物与特定的二苯酚衍生物中选择的电子供体接触而获得的反应产物组成的。
• SHARP, M. J.;SNIECKUS, V., TETRAHEDRON LETT., 1985, 26, N 49, 5997-6000
  作者：SHARP, M. J.、SNIECKUS, V.

  DOI：——

  日期：——