(Piperidin-1-ium-1-ylidene)(piperidin-1-yl)ethane(dithioate) | 3984-35-8

• 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: (Piperidin-1-ium-1-ylidene)(piperidin-1-yl)ethane(dithioate)
• 英文别名: 2-piperidin-1-ium-1-ylidene-2-piperidin-1-ylethanedithioate
• CAS: 3984-35-8
• 化学式: C₁₂H₂₀N₂S₂
• 分子量: 256.436
• InChiKey: KVCNVLBNDTWFAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  39.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-二甲基丙基次基膦 、 (Piperidin-1-ium-1-ylidene)(piperidin-1-yl)ethane(dithioate) 以 二氯甲烷 为溶剂， 以60%的产率得到1-[(3-Tert-butyl-1,4,2-dithiaphosphol-5-ylidene)-piperidin-1-ylmethyl]piperidine
  参考文献：
  名称：

  Syntheses and Theoretical and Mechanistic Aspects of 1-Thia-2,4- and 1-Thia-3,4-diphosphole Formed from CS₂ and ^tBuCP and Crystal and Molecular Structure of the First 1-Thia-3,4-diphosphole Complex:  cis-[{PtCl₂(PEt₃)}₂(P₂SC₂^tBu₂)]

  摘要：

  The reaction of (BuCP)-Bu-1 with CS2 (or its ylide type complexes such as R3PCS2 (R = Et, Ph, cyclohexyl), (C5H10N)(2)CCS2, or (C4H8NO)(2)CCS2) gives a mixture of 3,5-di-tert-butyl-1-thia-2,4-diphosphole and 2,5-di-tert-butyl-1-thia-3,4-diphosphole, which were characterized by NMR spectroscopy. The latter was also characterized by the single-crystal X-ray structure determination of its bis(platinum(II)) complex [(PtCl2PEt3)(2)(mu-(P2SC2Bu2)-Bu-t)] This is the first structural characterization of a 1-thia-3,4-diphosphole ring. The mechanism of these reactions was explored by B3LTP/6-311+G** level quantum chemical calculations. The reaction pathway involves a phosphadithiolediylcarbene and its diphosphatetrathiafulvalene dimer as intermediates. Several other possible reaction pathways were ruled out.

  DOI：

  10.1021/ja992325p

文献信息

• Ziegler, Manfred L.; Weber, Hannelore; Nuber, Bernhard, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1987, vol. 42, # 11, p. 1411 - 1418
  作者：Ziegler, Manfred L.、Weber, Hannelore、Nuber, Bernhard、Serhadle, Orhan

  DOI：——

  日期：——
• Syntheses and Theoretical and Mechanistic Aspects of 1-Thia-2,4- and 1-Thia-3,4-diphosphole Formed from CS₂ and ^tBuCP and Crystal and Molecular Structure of the First 1-Thia-3,4-diphosphole Complex:  cis-[{PtCl₂(PEt₃)}₂(P₂SC₂^tBu₂)]
  作者：Sarah E. d'Arbeloff-Wilson、Peter B. Hitchcock、Steffen Krill、John F. Nixon、László Nyulászi、Manfred Regitz

  DOI：10.1021/ja992325p

  日期：2000.5.1

  The reaction of (BuCP)-Bu-1 with CS2 (or its ylide type complexes such as R3PCS2 (R = Et, Ph, cyclohexyl), (C5H10N)(2)CCS2, or (C4H8NO)(2)CCS2) gives a mixture of 3,5-di-tert-butyl-1-thia-2,4-diphosphole and 2,5-di-tert-butyl-1-thia-3,4-diphosphole, which were characterized by NMR spectroscopy. The latter was also characterized by the single-crystal X-ray structure determination of its bis(platinum(II)) complex [(PtCl2PEt3)(2)(mu-(P2SC2Bu2)-Bu-t)] This is the first structural characterization of a 1-thia-3,4-diphosphole ring. The mechanism of these reactions was explored by B3LTP/6-311+G** level quantum chemical calculations. The reaction pathway involves a phosphadithiolediylcarbene and its diphosphatetrathiafulvalene dimer as intermediates. Several other possible reaction pathways were ruled out.