[(1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one(-1H))PdCl(PPh3)] | 869724-38-9

• 英文名称: [(1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one(-1H))PdCl(PPh3)]
• 英文别名: (1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one(-H))PdCl(triphenylphosphine)
• CAS: 869724-38-9
• 化学式: C₃₄H₂₈ClN₂OPPd
• 分子量: 653.456
• InChiKey: RZCKKYHMEZLQQG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1-甲基-5-苯基-1,3-二氢苯并[e][1,4]二氮杂-2-酮 以 乙醇 、 二氯甲烷 为溶剂， 生成 [(1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one(-1H))PdCl(PPh3)]
  参考文献：
  名称：

  Synthesis and Evaluation of 5-Phenyl-1H-1,4-benzodiazepin-2(3H)-one-Based Palladium Complexes as Precatalysts in C−C Bond Forming Reactions

  摘要：

  The C-H activation of C-3-unsubstituted 1,4-benzodiazepin-2(3H)-ones (LH = 2a-c) (2a 1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one, 2b = 1-benzyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one, 2c = benzyl-2-(2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepin-1-yl)acetate) with Na2PdCl4 afforded the insoluble palladacycles [(L)PdCl](2) 3a-c. Treatment of the latter with triphenylphosphine afforded the soluble monomeric triphenylphosphine analogues [(L)Pd(PPh3)Cl] 4a-c. 1-Methyl-3-(2-(methylthio)ethyl)-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one (LH = 2d) reacted with Na2PdCl4 or with PdCl2(MeCN)(2) to afford the monomeric cis-S-N-coordinated complex 5d of the type [(LH)PdCl2]. 34(tert-Butylthio)methyl)-1-methyl-5-phenyl-1H-1,4-benzodiazepin-2(3H)-one, 2e, reacted with Pd(OAc)(2) in acetic acid and, following LiCl metathesis, yielded the monomeric cis-S-N-bound pincer palladacycle 6f. X-ray structures of 5d and 4a have been determined. 3a and 6f were found to be effective precatalysts for Suzuki coupling reactions, and 3a, 3c, and 4a were effective precatalysts in Heck couplings across a range of substrates.

  DOI：

  10.1021/om0506623