1-tert-butyl-3,4-dimethyl-phosphole | 38066-25-0

• 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: 1-tert-butyl-3,4-dimethyl-phosphole
• 英文别名: 1-tert-butyl-3,4-dimethylphosphole；1-t-butyl-3,4-dimethylphosphole；1-tert-butyl-3,4-dimethyl-1H-phosphole；Tertiobutyl-1-dimethyl-3,4-phosphol；1-t-Butyl-3,4-dimethylphosphol；1-tert-Butyl-3,4-dimethyl-1H-phosphole
• CAS: 38066-25-0
• 化学式: C₁₀H₁₇P
• 分子量: 168.219
• InChiKey: UDCNIZWJXVHSIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-3,4-dimethyl-phosphole 在 sulfur 作用下， 以 苯 为溶剂， 生成 3,4-dimethyl-1-t-butylphosphole sulfide
  参考文献：
  名称：

  磷酰基叔丁基锂硫化三氟乙醛和氯苯甲酰氯的反应

  摘要：

  DOI：

  10.1016/s0040-4020(01)93648-8
• 作为产物：
  描述：

  叔丁基锂 、 1-苯基-3,4-二甲基膦杂环戊二烯) 在 四甲基乙二胺 作用下， 以 正己烷 为溶剂， 生成 1-tert-butyl-3,4-dimethyl-phosphole
  参考文献：
  名称：

  Nief, Francois; Charrier, Claude; Mathey, Francois, Phosphorus and Sulfur and the Related Elements, 1982, vol. 13, p. 259 - 268

  摘要：

  DOI：

文献信息

• Reactivity of cyclopentenyl-anion analogous heterocycles: Synthesis and 1,5-electrocyclization of homophosphole
  作者：Dirk Oebels、Frank-Gerrit Klämer

  DOI：10.1016/s0040-4039(00)99430-9

  日期：1989.1

  key step of a novel homophosphole synthesis is the reaction of the phospholes 3 with diazomethane in the presence of water leading surprisingly to the oxidized 1,3-dipolar cycloadducts 7. The 1,5-electrocyclization of homophosphole was observed by the racemization of optically active 10c at 120°C to be 641 times slower than that of homofuran 1a. The activation barrier seems to be largely determined by

  新型高磷合成的关键步骤是在水的存在下，磷3与重氮甲烷的反应出乎意料地导致了氧化的1,3-偶极环加合物7。通过光学消旋，观察到高磷的1,5-电环化活性10c在120°C时比同呋喃1a慢641倍。活化障碍似乎主要由磷的转化障碍决定，磷必须同时进行。
• Mechanistic Insight into the Formation of Phosphaferrocene
  作者：Joachim Bitta、Stefan Fassbender、Guido Reiss、Christian Ganter

  DOI：10.1021/om060025s

  日期：2006.4.1

  The thermal reaction between [CpFe(CO)2]2 and 1-tert-butyl-3,4-dimethylphosphole leading to phosphaferrocene has been studied with respect to its mechanistic characteristics. Isobutene was identified as the only product originating from the tBu group, suggesting a nonradical pathway which involves β-H elimination from the intermediately formed [CpFe(CO)2tBu].

  关于[CpFe（CO）2 ] 2与1-叔丁基-3,4-二甲基膦之间导致磷酸二茂铁的热反应，对其机理进行了研究。异丁烯被确定为唯一的t Bu基团产物，表明非自由基途径涉及从中间形成的[CpFe（CO）2 t Bu]中消除β - H 。
• A New Concept for Chelate Ligands with Planar Chirality
  作者：Christian Ganter、Lutz Brassat、Corinna Glinsböckel、Beate Ganter

  DOI：10.1021/om970059n

  日期：1997.6.1

  The chiral donor substituted phosphaferrocene derivatives CpFe(3,4-Me-2-2-R-C4HP) 6 (R = CH2CH2NMe2), 7 (R = CH2NMe2), and 8 (R = CH2OPPh2) were synthesized as racemates starting from 2-formyl-3,4-dimethylphosphaferrocene. The P,N-ligand 6 reacted with [Cp*RuCl](4) in THF to give the six-ring chelate complex Cp*RuCl(6) (=10) which was characterized by single-crystal X-ray diffraction analysis. The complexation reaction was found to proceed diastereoselectively with respect to the newly created stereogenic center on the ruthenium atom. Under similar conditions, the reaction of ligand 7 with [Cp*RuCl](4) did not lead to chelate formation. Instead, two isomers of the bis-P-coordinated complex Cp*RuCl(7)(2) (=11) were observed by NMR spectroscopy. Reaction of the phosphinite ligand 8 with (PhCN)(2)PdCl2 in toluene produced the six-ring chelate complex cis-PdCl2(8) (=12). The crystal structure of 12 has been determined.
• Klaerner, Frank-Gerrit; Oebels, Dirk; Sheldrick, William S., Chemische Berichte, 1993, vol. 126, # 2, p. 473 - 484
  作者：Klaerner, Frank-Gerrit、Oebels, Dirk、Sheldrick, William S.

  DOI：——

  日期：——
• Phospholes as ligands: palladium(II) complexes of 1-substituted 3,4-dimethylphospholes. Structure and properties
  作者：J. Jeffrey MacDougall、John H. Nelson、Francois Mathey、James J. Mayerle

  DOI：10.1021/ic50205a026

  日期：1980.3

表征谱图