diethyl (1-hydroxy-1-(2-methyl)phenyl-ethyl)phosphonate | 1360147-16-5

• 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: diethyl (1-hydroxy-1-(2-methyl)phenyl-ethyl)phosphonate
• 英文别名: diethyl 1-hydroxy-1-(2-methyl)phenylethylphosphonate
• CAS: 1360147-16-5
• 化学式: C₁₃H₂₁O₄P
• 分子量: 272.281
• InChiKey: ZNHAPYNPJGQYPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  亚磷酸二乙酯 、 1-甲基苯基乙酮 在 正丁基锂 作用下， 以 neat (no solvent) 为溶剂， 反应 0.08h， 以35%的产率得到diethyl (1-hydroxy-1-(2-methyl)phenyl-ethyl)phosphonate
  参考文献：
  名称：

  n- BuLi作为醛和未活化酮的氢膦酰化的高效预催化剂

  摘要：

  首次发现有机碱金属化合物可作为醛和未活化酮与亚磷酸二烷基酯在温和条件下进行氢膦酰化反应的高效预催化剂。对于酮类底物，观察到可逆反应，并详细研究了催化剂负载量和反应温度对反应平衡的影响。总体而言，由0.1 mol％n- BuLi催化的加氢羰基化反应可在5分钟内完成，适用于多种底物，并以高收率产生了一系列α-羟基膦酸酯。

  DOI：

  10.1021/ol5030713

文献信息

• Syntheses of bimetallic lanthanide bis(amido) complexes stabilized by bridged bis(guanidinate) ligands and their catalytic activity toward the hydrophosphonylation reaction of aldehydes and ketones
  作者：Kun Nie、Chengwei Liu、Yong Zhang、Yingming Yao

  DOI：10.1007/s11426-015-5407-9

  日期：2015.9

  A series of bimetallic lanthanide bis(amido) complexes stabilized by bridged bis(guanidinate) ligands [(Me3Si)2N]2Ln[(RN)2-CN(CH2)2]}2 [R= i Pr, Ln=Sm (1), Yb (2), Y (3); R=cyclohexyl (Cy), Ln=Sm (4), and Yb (5)] were synthesized through the metathesis reactions of Ln(µ-Cl)[N(SiMe3)2]2(THF)}2 (Ln=Sm, Yb, Y) with lithium guanidinate Li[(RN)2CN(CH2)2]}2 (R= i Pr, Cy), the latter of which was generated

  一系列双金属镧系双（酰胺）配合物，由桥联的双（胍基）配体[（Me 3 Si）2 N] 2 Ln [（RN）2 -CN（CH 2）2 ]} 2 [R = i Pr ，Ln = Sm（1），Yb（2），Y（3）; 通过Ln（µ-Cl）[N（SiMe 3）2 ] 2（THF）} 2（Ln ）的复分解反应合成R =环己基（Cy），Ln = Sm（4）和Yb（5）]。= Sm，Yb，Y）和胍基锂Li [（RN）2 CN（CH 2） 2 ]} 2（R ＝i Pr，Cy），后者通过碳二亚胺与锂酰胺的反应原位产生。配合物1 - 5被很好地表征通过元素分析，红外光谱，和（复杂3）核磁共振光谱。所有的复合物的固态分子结构经单晶X-射线分析的与复杂的例外确定3 ，显示出类似的未溶剂化的中心对称双核结构。每个镧系中心与来自胍盐配体的两个氮原子和来自两个酰胺基的两个氮原子四配位。哌嗪环在所有情况下均采用椅子构
• Synthesis, structure, and catalytic activity of novel trinuclear rare-earth metal amido complexes incorporating μ–η⁵:η¹bonding indolyl and μ₃-oxo groups
  作者：Song Yang、Xiancui Zhu、Shuangliu Zhou、Shaowu Wang、Zhijun Feng、Yun Wei、Hui Miao、Liping Guo、Fenhua Wang、Guangchao Zhang、Xiaoxia Gu、Xiaolong Mu

  DOI：10.1039/c3dt51107c

  日期：——

  temperatures of 75–80 °C afforded the novel trinuclear rare-earth metal amido complexes incorporating the indolyl ligand in μ–η5:η1 bonding modes and a μ3-O group, which is believed to originate from cleavage of the THF ring based on experimental results. Reactions of 2-(1H-indol-3-yl)-N-((1-methyl-1H-pyrrol-2-yl)methylene)ethanamine with rare-earth metal(III) amides [(Me3Si)2N]3REIII(μ-Cl)Li(THF)3 (RE = Yb

  不同吡咯基官能化的吲哚与稀土金属（III）酰胺[（Me 3 Si）2 N] 3 RE III（μ-Cl）Li（THF）3（RE = Yb，Er，Dy，Eu， Y）生产了各种稀土金属酰胺配合物。的反应ñ - （（1- ħ吡咯-2-基）亚甲基）-2-（1- ħ吲哚-3-基）乙胺与稀土类金属氨化物[（ME 3 Si）的2 N] 3 RE III（ μ-Cl）Li（THF）3（RE =镱，铒，镝，铕，Y）在甲苯或THF中，在75-80°的温度下C获得结合了新颖的三核稀土金属络合物酰胺吲哚基配体在μ-η 5：η 1种接合模式和一个μ 3 -O基团，其被认为是由根据实验结果的THF环的裂解来发起。2-（1 H-吲哚-3-基）-N -（（1-甲基-1 H-吡咯-2-基）亚甲基）乙胺与稀土金属（III）酰胺[（Me 3 Si）的反应2 N] 3 RE III（μ-Cl）Li（THF）3（RE =镱，镝）中
• Synthesis and Characterization of Organolanthanide Complexes with a Calix[4]-pyrrolyl Ligand and Their Catalytic Activities toward Hydrophosphonylation of Aldehydes and Unactivated Ketones
  作者：Shuangliu Zhou、Hengyu Wang、Jian Ping、Shaowu Wang、Lijun Zhang、Xiancui Zhu、Yun Wei、Fenhua Wang、Zhijun Feng、Xiaoxia Gu、Song Yang、Hui Miao

  DOI：10.1021/om2008925

  日期：2012.3.12

  The alkali metal salt free dinuclear trivalent lanthanide amido complexes (eta(5):eta(1):eta(5):eta(1)-Et-8-calix[4]-pyrrolyl)LnN-(SiMe3)(2)}(2) (Ln = Nd (2), Sm (3), Gd (4)) were prepared through the silylamine elimination reactions of calix[4]-pyrrole [Et2C(C4H2NH)](4) (1) with 2 equiv of [(Me3Si)(2)N](3)Ln(mu-Cl)Li(THF)(3) (Ln = Nd, Sm, Gd) in toluene at 110 degrees C. The complexes were fully characterized by elemental, spectroscopic, and single-crystal X-ray analyses. Studies on the catalytic activity of the new lanthanide amido complexes revealed that these complexes can be used as efficient catalysts for hydrophosphonylation of aldehydes and unactivated ketones, affording the products in high yields by employing a low catalyst loading (0.1 mol %) at room temperature in a short time (20 min). Noteworthy is that it is the first application of calix[4]-pyrrolyl-supported lanthanide amides as catalysts to catalyze the hydrophosphonylation of aldehydes and unactivated ketones under mild conditions.