2,5-Di-tert-butyl-1,3,4-thiadiphosphol | 273205-07-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2,5-Di-tert-butyl-1,3,4-thiadiphosphol
• 英文别名: 2,5-Ditert-butyl-1,3,4-thiadiphosphole
• CAS: 273205-07-5
• 化学式: C₁₀H₁₈P₂S
• 分子量: 232.266
• InChiKey: FLEONHQAEKTWBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  di-μ-chloro-bis[chloro(triethylphosphine)platinum(II)] 、 2,5-Di-tert-butyl-1,3,4-thiadiphosphol 以 四氢呋喃 为溶剂， 生成 2,5-Ditert-butyl-1,3,4-thiadiphosphole;dichloroplatinum;triethylphosphane
  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
• 作为产物：
  描述：

  2,2-二甲基丙基次基膦 在 tert-butylimidovanadium(V) trichloride 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 120.0h， 以37%的产率得到2,5-Di-tert-butyl-1,3,4-thiadiphosphol
  参考文献：
  名称：

  Reaktionen von Vanadium(V)- und Tantal(V)-Komplexen Mit Kinetisch Stabilisierten Phosphaalkinen。Einfache 合成 von 1,3,4-Thia- 和 1,3,4-Selenadiphospholen / 钒 (V) 和钽 (V) 配合物与动力学稳定的磷炔的反应。1,3,4-Thia 和 1,3,4-硒二磷的简单合成

  摘要：

  摘要 开发了一种合成未知的 1,3,4-噻二磷 3 和 1,3,4-硒二磷 4 的简单合成途径，涉及氮杂磷钒 (V)- 环丁烯 2 的反应，由亚胺钒 (V) 配合物原位生成。 tBuN = VCl3 和磷炔 1a - d，分别含有过量的元素硫或灰硒。磷炔 1a,b 与 TaOCl3 或 VOCl3 的反应 · DME 提供 1,2-二氯-磷烯烃 5a,b 和 1,2,3,4-四氯-3,4-二-叔丁基-1,1 -二磷酸酯 7a。环氮原子上带有仲或伯烷基的金属环物质 2e - h 不稳定，会定量转化为 1H-1,2,4-氮杂二磷 8，而在过量苯乙炔存在下，1H-1， 2-氮杂磷光体9e-h，是选择性形成的。已证明苯乙炔和 2-丁炔环三聚反应的催化反应过程由少量 TaSCl3 引发。钒 (IV) 配合物 [tBuN = VCl2 · 2Py] 和 [tBuN = VCl2 · TMEDA] 的合成也描述了从

  DOI：

  10.1515/znb-2003-0107

文献信息

• Chemistry and ligating properties of the 1,2,4-thiadiphosphole P2SC2But2
  作者：Sarah E. d'Arbeloff-Wilson、Peter B. Hitchcock、John F. Nixon、László Nyulászi

  DOI：10.1016/s0022-328x(02)01397-9

  日期：2002.8

  New synthetic routes to the 1,2,4- and 1,3,4-thiadiphospholes, P2SC2Bu'(2), are presented. Both eta(1)-W(CO)(5) and eta(5)-M(CO)(3) complexes (M = Mo, W) of the 1,2,4-thiadiphosphole ring are described and the molecular structure of the former determined by a single crystal X-ray study is in good agreement with theoretical calculations. The thermal conversion of the eta(1)-M(CO)(5) complex to the eta(5)-M(CO)(3) complex is attributable to the entropy change in the reaction. A sequence of [4+2] and [2+2+2] cyclo-addition reactions of the 1,2,4-thiadiphosphole, P2SC2Bu'(2), with the phosphaalkyne, P=CBu' affords the tetracyclic cage compound P4SC4Bu'(4) which has also been structurally characterised. (C) 2002 Published by Elsevier Science B.V.
• 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.
• Reaktionen von Vanadium(V)- und Tantal(V)-Komplexen Mit Kinetisch Stabilisierten Phosphaalkinen. Einfache Synthese von 1,3,4-Thia- und 1,3,4-Selenadiphospholen / Reactions of Vanadium(V) and Tantalum(V)-Complexes with Kinetically Stabilized Phosphaalkynes. A Simple Synthesis of 1,3,4-Thia and 1,3,4-Selenadiphospholes
  作者：Christoph Peters、Uwe Fischbeck、Frank Tabellion、Manfred Regitz、Fritz Preuss

  DOI：10.1515/znb-2003-0107

  日期：2003.1.1

  azaphosphavanada(V)- cyclobutenes 2, generated in situ from the imidovanadium(V) complex tBuN = VCl3 and the phosphaalkynes 1a - d, with an excess of elemental sulfur or grey selenium, respectively. The reactions of the phosphaalkynes 1a,b with TaOCl3 or VOCl3 · DME furnish the 1,2-dichloro-phosphaalkenes 5a,b and 1,2,3,4-tetrachloro-3,4-di-tert-butyl-1,1-diphosphethane 7a. The metallacyclic species 2e - h with

  摘要 开发了一种合成未知的 1,3,4-噻二磷 3 和 1,3,4-硒二磷 4 的简单合成途径，涉及氮杂磷钒 (V)- 环丁烯 2 的反应，由亚胺钒 (V) 配合物原位生成。 tBuN = VCl3 和磷炔 1a - d，分别含有过量的元素硫或灰硒。磷炔 1a,b 与 TaOCl3 或 VOCl3 的反应 · DME 提供 1,2-二氯-磷烯烃 5a,b 和 1,2,3,4-四氯-3,4-二-叔丁基-1,1 -二磷酸酯 7a。环氮原子上带有仲或伯烷基的金属环物质 2e - h 不稳定，会定量转化为 1H-1,2,4-氮杂二磷 8，而在过量苯乙炔存在下，1H-1， 2-氮杂磷光体9e-h，是选择性形成的。已证明苯乙炔和 2-丁炔环三聚反应的催化反应过程由少量 TaSCl3 引发。钒 (IV) 配合物 [tBuN = VCl2 · 2Py] 和 [tBuN = VCl2 · TMEDA] 的合成也描述了从