Fe(SCH=CHCH=CH)(1,2-bis(diethylphosphino)ethane)2 | 247068-52-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: Fe(SCH=CHCH=CH)(1,2-bis(diethylphosphino)ethane)2
• 英文别名: (1Z)-buta-1,3-diene-1-thiolate;2-diethylphosphanylethyl(diethyl)phosphane;iron(2+)
• CAS: 247068-52-6
• 化学式: C₂₄H₅₂FeP₄S
• 分子量: 552.485
• InChiKey: DZVVAZULJXSAKU-DVACKJPTSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  9.09
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  噻吩 、 Fe(N2)(1,2-bis(diethylphosphino)ethane)2 以 四氢呋喃 为溶剂， 生成 Fe(SCH=CHCH=CH)(1,2-bis(diethylphosphino)ethane)2 、 trans-FeH(C=CHCH=CHS)(1,2-bis(diethylphosphino)ethane)2
  参考文献：
  名称：

  C–S, C–H, and N–H bond cleavage of heterocycles by a zero-valent iron complex, Fe(N2)(depe)2 [depe=1,2-bis(diethylphosphino)ethane]

  摘要：

  Treatment of Fe(N-2)depe)(2) [depe = 1,2-bis(diethylphosphino)ethane] (1) with benzo[b]thiophene at room temperature results in the regioselective C-S and C-H bond cleavages giving Fe(SC6H4CH=CH)(depe)(2) (2a) and trans-FeH(C=CHC6H4S)(depe)(2) (3a) in 72 and 19% yields, respectively. Complex 1 also reacts with thiophene, 2- and 3-acetylthiophenes and 2- and 3-methylthiophenes to give both C-S and C-H bond oxidative addition products: Fe(SCH=CHCH=CH)(depe)(2) (2b) and trans-FeH(C=CHCH=CHS)(depe)(2) (3b), Fe[SC(COMe)=CHCH=CH](depe)(2) (2c) and trans-FeH[C=CHCH=C(COMe)S](depe)(2) (3c), Fe[SC(Me)=CHCH=CH](depe)(2) (2d) and trans-FeH[C=CHCH=C(Me)S](depe)(2) (3d), and Fe[SCH=C(Me)CH=CH](depe)(2) (2e) and trans-FeH[C=CHC(Me)=CHS](depe)(2) (3e), respectively. On the other hand, only C-H bond cleavage takes place in the reactions of 1 with furans such as furan, benzo[b]furan, and 2,3-dihydrofuran to give trans-FeH(C=CHCH=CHO)(depe)(2) (4a), FeH(C=CHC6H4O)(depe)(2) (4b) and trans-FeH(C=CHOCH2CH2)(depe)(2) (4c) and N-H bond is exclusively cleaved by the reaction of 1 with pyrroles such as pyrrole, indole and 2-acetylpyrrole to give trans-FeH(NCH=CHCH=CH)(depe)(2) (5a), trans- and cis-FeH(NCH=CHC6H4)(depe)(2) (5b) and FeH[NC(COMe)=CHCH=CH](eta(2)-depe)(eta(1)-depe) (6). Treatment of 2a with MeI results in the Fe-S bond cleavage of the thiaferracycle giving trans-FeI[(E)-CH=CHC6H4-2-SMe](depe)(2) (7) whose structure is unequivocally characterized by X-ray analysis. In contrast, hydrogenolysis of 2a with H-2 (50 atm) leads to the cleavage of the Fe-C bond of the thiaferracycle to yield cis- and trans-FeH(SC6H4-2-Et)(depe)(2) (8). (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(99)00146-2