4,5-dimethyl-2-piperidin-1-yl-1,3-dithiol-2-ylium hexafluorophosphate | 122301-26-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4,5-dimethyl-2-piperidin-1-yl-1,3-dithiol-2-ylium hexafluorophosphate
• CAS: 122301-26-2
• 化学式: C₁₀H₁₆NS₂*F₆P
• 分子量: 359.34
• InChiKey: YPFWDMZFLSUGRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  3.01
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-2-piperidin-1-yl-1,3-dithiol-2-ylium hexafluorophosphate 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 24.0h， 以89%的产率得到2-piperidine-4,5-dimethyl-1,3-dithiole
  参考文献：
  名称：

  Functionalised Trimethyltetrathiafulvalene (TriMe-TTF) Derivatives via Reactions of Trimethyltetrathiafulvalenyllithium with Electrophiles: X-ray Crystal Structures of Benzoyl-TriMe-TTF and Benzoylthio-TriMe-TTF

  摘要：

  报告了三甲基四硫杂戊烯的高产合成，并通过三甲基四硫杂戊烯锂与亲电物的反应制备了一系列官能化衍生物。

  DOI：

  10.1055/s-1995-3972
• 作为产物：
  描述：

  α-methylacetonyl 1-piperidinecarbodithioate 在 hexafluorophosphoric acid 、 硫酸 作用下， 生成 4,5-dimethyl-2-piperidin-1-yl-1,3-dithiol-2-ylium hexafluorophosphate
  参考文献：
  名称：

  Functionalised Trimethyltetrathiafulvalene (TriMe-TTF) Derivatives via Reactions of Trimethyltetrathiafulvalenyllithium with Electrophiles: X-ray Crystal Structures of Benzoyl-TriMe-TTF and Benzoylthio-TriMe-TTF

  摘要：

  报告了三甲基四硫杂戊烯的高产合成，并通过三甲基四硫杂戊烯锂与亲电物的反应制备了一系列官能化衍生物。

  DOI：

  10.1055/s-1995-3972

文献信息

• Synthesis of unsymmetrically substituted TTF derivatives via the “phosphonate way”. Some investigations on the scope of the method
  作者：H.J. Cristau、F. Darviche、M.-T. Babonneau、J.-M. Fabre、E. Torreilles

  DOI：10.1016/s0040-4020(99)00795-4

  日期：1999.11

  The scope and limitations of the synthesis of unsymmetrically substituted TTF derivatives via the “phosphonate way” was investigated using as precursors 1,3-dithiol-2-yl-phosphonates and 1,3-dithiol-2-yliden iminium salts with various substitutents on the dithiole cycles.

  研究了通过“膦酸酯方式”合成不对称取代的TTF衍生物的范围和局限性，并使用了具有不同取代基的1,3-二硫醇-2-基膦酸酯和1,3-二硫醇-2-嘧啶亚胺盐作为前体。二硫醇循环。
• Unprecedented metal template effect on the coupling of dithiafulvene moieties
  作者：Dominique Lorcy、Michel Guerro、Pascal Pellon、Roger Carlier

  DOI：10.1039/b311197k

  日期：——

  Coordination of two dithiafulvenyldiphenylphosphines on a Mo(CO)4 fragment allows a carbon–carbon bond formation upon oxidation, leading to a novel type of metallacycle substituted by a redox active vinylogous tetrathiafulvalene.

  在 Mo(CO)4 片段上配位两个二硫富烯基二苯基膦，可在氧化时形成碳-碳键，从而形成一种由具有氧化还原活性的乙烯基四硫富烯基取代的新型金属环。
• Redox-Active Dithiafulvenyldiphenylphosphine as a Mono- or Bidentate Ligand: Intramolecular Coupling Reaction in the Coordination Sphere of a Metal Carbonyl Fragment
  作者：Michel Guerro、Thierry Roisnel、Pascal Pellon、Dominique Lorcy

  DOI：10.1021/ic0501465

  日期：2005.5.1

  The coordinating ability of dithiafulvenyldiphenylphosphine (P-DTF) has been investigated with cis-W(CO)4(piperi-dine)2. As shown by the metal carbonyl complexes obtained, this redox-active vinylphosphine can act as a monodentate (P) and as a bidentate (P,S) ligand. Oxidation of cis-M(CO)4(P-DTF)2, M = Mo and W, leads to the carbon-carbon bond formation between the two coordinated dithiafulvenyldiphenylphosphines

  二硫富烯基二苯基膦（P-DTF）的配位能力已与顺式-W（CO）4（哌啶-丁）2进行了研究。如所获得的羰基金属配合物所示，该氧化还原活性的乙烯基膦可作为单齿（P）和二齿（P，S）配体。顺式-M（CO）4（P-DTF）2的氧化，M = Mo和W，导致两个配位的二硫代富烯酰基二苯基膦之间形成碳-碳键。在各种氧化剂的存在下，已研究了二硫富烯基核在M（CO）4（M = Mo，W）片段配位域中的这种化学偶联。（BrC6H4）3NSbCl6或AgBF4的使用可诱导形成具有乙烯基TTF主链的五元金属环，而DDQ则可形成六元金属环。合成，晶体结构，
• Mora, Henri; Fabre, Jean-Marc; Giral, Louis, Bulletin des Societes Chimiques Belges, 1992, vol. 101, # 2, p. 137 - 146
  作者：Mora, Henri、Fabre, Jean-Marc、Giral, Louis、Montginoul, Claude

  DOI：——

  日期：——
• Mechanistic investigations of the formation of TTF derivatives via the phosphonate way
  作者：H-J Cristau、F. Darviche、E. Torreilles、J-M Fabre

  DOI：10.1016/s0040-4039(98)00061-6

  日期：1998.4

  We studied the influence of acetic acid concentration on the deamination and dephosphonylation of the adduct resulting of the nucleophilic reaction between adequate alpha-metalated phosphonate and imminium salt, to enhance the yield of such reactions in order to access efficiently a lot of unsymmetrical TTF derivatives. A mechanism is proposed for the formation of TTF, including steps, i(1) to i(7) The potential concurrent formation of phosphonate (1) under bar and other by-products is also discussed (C) 1998 Published by Elsevier Science Ltd. All rights reserved.