2-[3-[3-[(2-Hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol | 635299-18-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-[3-[3-[(2-Hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol
• CAS: 635299-18-2
• 化学式: C₂₆H₃₉N₃O₅Si
• 分子量: 501.698
• InChiKey: RKPUDCMIDMLESF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  96.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  manganese(II) acetate 、 2-[3-[3-[(2-Hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol 以 四氢呋喃 为溶剂， 反应 2.0h， 以86%的产率得到Mn[salicylaldehyde(3-iodopropyl trimethoxysilane)bis(aminopropyl)amine]
  参考文献：
  名称：

  Synthesis and application of FeIII, NiII and MnII complexes anchored to HMS as efficient catalysts for cycloalkane oxyfunctionalization

  摘要：

  Methoxysilane Schiff-base pentacoordinate metal complexes, Le. Fe[Sal(PMeO-Si)DPTA], Ni[Sal(PMeO-Si)DPTA] and Mn[Sal(PMeO-Si)DPTA], were synthesized and single site covalently anchored into the uniform porous texture of HMS (2-10 nm size) via condensation process. The correspondent supported catalysts (4.a, 4.b and 4.c, respectively) were characterized by FT-IR, SEM/EDS, XRD, TG, EPR and AAS analysis. In the catalytic tests, they showed high efficiency in the selective oxidation of cyclohexane using molecular O-2 (overall conversion 40.7% with Cat. 4.a, 29.5% with Cat. 4.b and 26.2% with Cat. 4.c) under relatively mild condition in batch reactor. The Cat.4.a system (HMS/3.a) exhibits highest TONs ca. 4.2 x 10(3) with good selectivity ca. 70% (48% ketone selectivity). The reaction mechanism involves free radicals, as it was proved by the addition of PPh3. Finally, these supported catalysts could be reuse up to several catalytic cycles. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.12.004
• 作为产物：
  描述：

  2,2'-(((azanediylbis(propane-3,1-diyl))bis(azanylylidene))bis(methanylylidene))diphenol 、 3-碘苯基三甲氧基硅烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以98%的产率得到2-[3-[3-[(2-Hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol
  参考文献：
  名称：

  具有Schiff碱配体的铜（II）和钴（II）配合物的X射线晶体结构。对双氧的反应性

  摘要：

  带有五齿衍生物的铜（II）和钴（II）Schiff碱配合物配体已经制备了双（水杨亚氨基亚氨基-3-丙基）胺[H 2 salDPT]。确定了铜（II）配合物Cu [salDPT]和Cu [sal（n-丙基三甲基甲硅烷基）DPT]的X射线晶体结构，两种情况下在金属中心均显示出五配位。还分离了Co [sal（n-丙基三甲基甲硅烷基）DPT]的1：1双氧加合物，并确定了其X射线分子结构。

  DOI：

  10.1039/b304032a

文献信息

• Single site anchored novel Cu(II) catalysts for selective liquid–gas phase O2 oxidation of n-alkanes
  作者：Gopal S. Mishra、Anil Kumar、Pedro B. Tavares

  DOI：10.1016/j.molcata.2012.01.030

  日期：2012.5

  The pentacoordinate schiff-base trialkoxysilane Cu(II) complexes, i.e. Cu[Sal(PMeOSi)DPTA], (III-a) and Cu[Cl-Sal(PMeOSi)DPTA], (III-b) were synthesized and covalently anchored on SiO2 and Al2O3 matrixes as supported hybrid catalysts (i.e. III-a/SiO2 as Catal.-1, III-b/SiO2 as Catal.-2, III-a/Al2O3 as Catal.-3 and III-b/Al2O3 as Catal.-4). The characterization of supported Cu(II) complexes were performed with SEM-EDX, TGA,ICP, FT-IR and EPR analysis. Catalytic tests were conducted in the oxidation (O-2) of n-alkanes under relatively mild conditions, in a batch rocking type reactor. Remarkable high catalytic TONs, from 1468 up to 2422, were observed. Catal.-2 provided the best overall yield, 25.2% with 92% selectivity for n-hexane and 20.1% with 75% selectivity for n-heptane. A 20% improvement in the yields was obtained with PCA as co-catalyst. The impact of both C- and O- centred radical traps were also assessed in order to establish a radical mechanism. (C) 2012 Elsevier B.V. All rights reserved.
• Novel alkoxysilane pentacoordinate OV(IV) complexes as supported catalysts for cyclohexane oxidation with dioxygen
  作者：Gopal S. Mishra、Anil Kumar、Suman Mukhopadhyay、Pedro B. Tavares

  DOI：10.1016/j.apcata.2010.06.018

  日期：2010.8

  A variety of newly synthesized and well characterized alkoxysilane pentacoordinate Oxovanadium(IV) complexes, VO[Sal(PMeOSi)DPTA] 3[a], VOICI-Sal(PMeOSi)DPTAI 3[b], VO[Sal(PMeOSi)DETA] 6[a] and VO[Cl-Sal(PMeOSi)DETA] OA, (Sal = salicylaldehyde, DPTA= bis(aminopropyl)amine, DETA = diaminoethylamine), have been anchored by covalent bond into the surface of SiO(2) and/or Al(2)O(3) via silicon-alkoxide route by a condensation process as supported catalysts. These solid supported catalysts (abbreviated as catalysts A to H) showed high catalytic efficiency in the selective oxidation reaction of cyclohexane using molecular oxygen under relatively mild condition in a micro-batch reactor. The Catalyst C (SiO(2)/3[a] complex) system exhibits best activity, overall yield 38.5% (TONs, ca. 5.0 x 10(3)) as well as high selectivity 98% (cyclohexanol 74%, cyclohexanone 24%). Notably, cyclohexane shows significantly improved yield 44.0%, by the addition of pyrazinecarboxylic acid as a co-catalyst. The TGA indicates these catalysts are stable up to maximum reaction temperature, ca. 473 K and ICP analysis shows there is negligible vanadium loss from the supported catalyst after the reaction, allowing further use of the V-catalyst. The various factors influences (i.e. temperature, O(2) pressure, reaction time, catalyst amount) were also investigated in the systematic way, to optimize the reaction processes. The impact of radical traps and detection of intermediate peroxy radical were also investigated to establish a radical mechanism. (C) 2010 Elsevier B.V. All rights reserved.