mono-(6-N-pyrrolidine-6-deoxy)-β-CD | 1239855-77-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: mono-(6-N-pyrrolidine-6-deoxy)-β-CD
• 英文别名: mono-(6-deoxy-6-(N-pyrrolidinyl))-β-cyclodextrin
• CAS: 1239855-77-6
• 化学式: C₄₆H₇₇NO₃₄
• 分子量: 1188.1
• InChiKey: NTPXWOVRVQZPKG-ITVKMGITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.13
• 重原子数：
  81.0
• 可旋转键数：
  8.0
• 环数：
  22.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  537.06
• 氢给体数：
  20.0
• 氢受体数：
  35.0

反应信息

• 作为反应物：
  描述：

  mono-(6-N-pyrrolidine-6-deoxy)-β-CD 、 disodium bis(3-sulfonatophenyl)(4-tert-butylphenyl)phosphane 以 water-d2 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Cyclodextrin-Based Supramolecular P,N Bidentate Ligands and their Platinum and Rhodium Complexes

  摘要：

  We report the elaboration of supramolecular P N bidentate ligands starting from mono N N dialkylamino beta cyclodextrins (CD) and an appropriate phosphane namely the sodium salt of the bis(3 sodiosulfonatophenyl)(4 tert butylphenyl)phosphane (2) The inclusion complexes stemmed from inclusion of 2 in the cavity of mono N N diethylamino beta CD (3) or monopyrrolidino beta CD (4) have been characterized by NMR and isothermal titration calorimetry (ITC) measurements A 1/1 stoichiometry was established for each complex the phosphane entering the CD cavity by the primary face High association constants of 65 000 +/- 3 000 and 70 350 +/- 7 000 M(-1) were measured for supramolecular complexes 2 subset of 3 and 2 subset of 4 respectively The coordination ability of these supra molecular P N bidentate ligands with K(2)PtCl(4) as a platinum precursor in water was demonstrated by NMR measurements While phosphorus coordination on the platinum occurred rapidly at room temperature heating the solution at 60 degrees C was required in order to access a kappa(2) P N coordination mode Complexes [kappa(2) P N Pt(2 subset of 3)Cl(2)] (5) and [kappa(2) P N Pt(2 subset of 4)Cl(2)] (6) were obtained quantitatively Similarly complexes [kappa(2) P N Rh(2 subset of 3)(acac)(CO)] (7) and [kappa(2) P N Rh(2 subset of 4)(acac)(CO)] (8) were synthesized by addition of an aqueous solution of 2 subset of 3 and 2 subset of 4 respectively on the Rh(CO)(2)(acac) rhodium precursor (acac = acetylacetonate) No variation in their (1)H NMR spectra could be detected from 20 to 80 degrees C suggesting that these supramolecular P N chelate complexes are structure invariant over the temperature range

  DOI：

  10.1021/om100583p
• 作为产物：
  描述：

  四氢吡咯 、 mono-6-deoxy-6-(p-toluenesulfonyl)-β-cyclodextrin 反应 16.0h， 以78%的产率得到mono-(6-N-pyrrolidine-6-deoxy)-β-CD
  参考文献：
  名称：

  Cyclodextrin-Based Supramolecular P,N Bidentate Ligands and their Platinum and Rhodium Complexes

  摘要：

  We report the elaboration of supramolecular P N bidentate ligands starting from mono N N dialkylamino beta cyclodextrins (CD) and an appropriate phosphane namely the sodium salt of the bis(3 sodiosulfonatophenyl)(4 tert butylphenyl)phosphane (2) The inclusion complexes stemmed from inclusion of 2 in the cavity of mono N N diethylamino beta CD (3) or monopyrrolidino beta CD (4) have been characterized by NMR and isothermal titration calorimetry (ITC) measurements A 1/1 stoichiometry was established for each complex the phosphane entering the CD cavity by the primary face High association constants of 65 000 +/- 3 000 and 70 350 +/- 7 000 M(-1) were measured for supramolecular complexes 2 subset of 3 and 2 subset of 4 respectively The coordination ability of these supra molecular P N bidentate ligands with K(2)PtCl(4) as a platinum precursor in water was demonstrated by NMR measurements While phosphorus coordination on the platinum occurred rapidly at room temperature heating the solution at 60 degrees C was required in order to access a kappa(2) P N coordination mode Complexes [kappa(2) P N Pt(2 subset of 3)Cl(2)] (5) and [kappa(2) P N Pt(2 subset of 4)Cl(2)] (6) were obtained quantitatively Similarly complexes [kappa(2) P N Rh(2 subset of 3)(acac)(CO)] (7) and [kappa(2) P N Rh(2 subset of 4)(acac)(CO)] (8) were synthesized by addition of an aqueous solution of 2 subset of 3 and 2 subset of 4 respectively on the Rh(CO)(2)(acac) rhodium precursor (acac = acetylacetonate) No variation in their (1)H NMR spectra could be detected from 20 to 80 degrees C suggesting that these supramolecular P N chelate complexes are structure invariant over the temperature range

  DOI：

  10.1021/om100583p

文献信息

• Single Isomer N-Heterocyclic Cyclodextrin Derivatives as Chiral Selectors in Capillary Electrophoresis
  作者：Ida Fejős、Eszter Kalydi、Edit Luca Kukk、Mimimorena Seggio、Milo Malanga、Szabolcs Béni

  DOI：10.3390/molecules26175271

  日期：——

  recognition mechanisms of positively charged cyclodextrin (CD) derivatives, the synthesis, the pKa determination by 1H nuclear magnetic resonance (NMR)-pH titration and a comparative chiral capillary electrophoretic (CE) study were performed with two series of mono-substituted cationic single isomer CDs. The first series of selectors were mono-(6-N-pyrrolidine-6-deoxy)-β-CD (PYR-β-CD), mono-(6-N-p

  为了更好地了解带正电荷的环糊精（CD）衍生物的手性识别机制，进行了合成、 1 H核磁共振（NMR）-pH滴定测定p K a和比较手性毛细管电泳（CE）研究具有两个系列的单取代阳离子单一异构体CD。第一个系列的选择器是单-(6- N-吡咯烷-6-脱氧)-β-CD (PYR-β-CD)、单-(6- N-哌啶-6-脱氧)-β-CD (PIP -β-CD)、单-(6- N-吗啉-6-脱氧)-β-CD (MO-β-CD) 和单-(6- N-哌嗪-6-脱氧)-β-CD (PIPA) -β-CD)，在空腔较窄的边缘携带 pH 值可调的部分，而第二组由其季铵化、永久阳离子对应物代表：单-(6- N- ( N-甲基-吡咯烷)-6-脱氧）-β-CD（MePYR-β-CD），单-（6- N- （ N-甲基哌啶）-6-脱氧）-β-CD（MePIP-β-CD），单-（6- N -( N-甲基吗啉)-6-脱氧)-β-CD