P,P-bis(diisopropylamino)-4-phenyl-1,3,2λ(5)-diazaphosphete, bis(BH3) adduct | 176377-88-1

• 英文名称: P,P-bis(diisopropylamino)-4-phenyl-1,3,2λ(5)-diazaphosphete, bis(BH3) adduct
• CAS: 176377-88-1
• 化学式: C₁₉H₃₉B₂N₄P
• 分子量: 376.141
• InChiKey: HGQHBFGDIBXDFW-UHFFFAOYSA-N

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：

  硼烷四氢呋喃络合物 、 P,P-bis(diisopropylamino)-4-phenyl-1,3,2λ(5)-diazaphosphete 以 甲苯 为溶剂， 以90%的产率得到P,P-bis(diisopropylamino)-4-phenyl-1,3,2λ(5)-diazaphosphete, bis(BH3) adduct
  参考文献：
  名称：

  X-ray Crystal Structure, ab Initio Calculations, and Reactivity of 1,3,2λ⁵-Diazaphosphetes:  A New Type of 4-π-Electron 4-Membered Heterocycle

  摘要：

  The structure of P,P-bis(diisopropylamino)-4-phenyl-1,3,2 lambda(5)-diazaphosphete , 1a, has been determined by a single-crystal X-ray diffraction study (C19H33N4P, monoclinic system, space group P2(1), a = 9.482(1) Angstrom, b = 11.374(3) Angstrom, c = 9.668(2) Angstrom, beta = 97.16(1)degrees, Z = 2). According to quantum chemical calculations at an RHF level of optimization utilizing the 6-31g(d,p) basis set, 1a has a zwitterionic structure with the negative charge delocalized on the NCN allylic fragment and the positive charge localized at the phosphorus. Heterocycle 1a reacts with water and benzaldehyde affording N-phosphoranylbenzamidine 3 (95% yield) and the expected aza-Wittig adduct 4 (85% yield), respectively. Addition of 1 equiv of methyl trifluoromethanesulfonate and of 2 equiv of BH3 . THF to la affords cyclic phosphonium salt 5 (94% yield) and the bis(borane) adduct 6a (90% yield), respectively. Dimethyl acetylenedicarboxylate slowly reacts with 1a giving rise to 1,3,4 lambda(5)-diazaphosphinine, 9, in 70% yield. The X-ray crystal structures of products 2, 3, and 6a are reported (2: C26H38N5P, monoclinic system, space group C2/c, a = 16.337(8) Angstrom, b = 19.810(2) Angstrom, c = 8.800(2) Angstrom, beta = 117.68(2)degrees, Z = 4. 3: C19H35N4OP, orthorhombic system, space group P2(1)2(1)2(1), a = 9.090(1) Angstrom, b = 12.955(2) Angstrom, c = 17.860(3) Angstrom, Z = 4. 6a: C19H39B2N4P, orthorhombic system, space group P2(1)2(1)2(1), a = 10.340(1) Angstrom, b = 13.247(1) Angstrom, c = 16.996(1) Angstrom, Z = 4).

  DOI：

  10.1021/ic951474f