N,N'-bis(3,5-di-tert-butylphenylmethylene)-1,2-diiminoethane | 1313193-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-bis(3,5-di-tert-butylphenylmethylene)-1,2-diiminoethane
• 英文别名: (C6H3tBu2-3,5)CH=NCH2CH2N=CH(C6H3tBu2-3,5)；1-(3,5-ditert-butylphenyl)-N-[2-[(3,5-ditert-butylphenyl)methylideneamino]ethyl]methanimine
• CAS: 1313193-86-0
• 化学式: C₃₂H₄₈N₂
• 分子量: 460.747
• InChiKey: VRGIHFKXNGUVPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis(3,5-di-tert-butylphenylmethylene)-1,2-diiminoethane 、 barium tetraethylaluminate 以 甲苯 为溶剂， 以65%的产率得到Ba(AlEt4)2[N,N'-bis(3,5-di-tert-butylphenylmethylene)-1,2-diiminoethane]
  参考文献：
  名称：

  Reactivity of Permethylated Magnesium Complexes toward β-Diimines

  摘要：

  The peralkylated magnesium complex Mg(AlMe(4))(2) reacts with bis-N,N'-diimine PhCH=NCH(2)CH(2)N=CHPh to yield the compound [PhCH(Me)NCH(2)CH(2)N=CHPh] Mg(AlMe(4))(AlMe(3)), via an alkyl migration. Such a 1,2-addition of the Mg-CH(3) moiety to the unsaturated N=C imino group is also observed for [MgMe(2)], affording dimagnesium complex [{PhCH (Me)NCH(2)CH(2)N=CHPh}Mg(Me)](2). In contrast, treatment of PhCH=NCH(2)CH(2)N=CHPh with AlMe(3) gives the donor-adduct [PhCH=NCH(2)CH(2)N=CHPh][(AlMe(3))(2)]. Based on these distinct reactivities a plausible reaction mechanism for the formation of [PhCH(Me)NCH(2)CH(2)N=CHPh]Mg(AlMe(4))(AlMe(3)) is proposed. Donor-adduct formation is also observed when the perethylated barium aluminate [Ba(AlEt(4))(2)](n) is reacted with a beta-diimine, affording the complex [Ba(AlEt(4))(2)(PhC=NCH(2)CH(2)N=CPh)](n). The scope of this reaction behavior was further investigated by reacting Mg(AlMe(4))(2), AlMe(3), and [MgMe(2)] with beta-diimines bearing substituted phenyl rings. Neither the ortho-methyl- nor the meta-tert-butyl-disubstituted proligands show any reaction with [MgMe(2)], while adducts [(C(6)H(3)Me(2)-2,6)CH=NCH(2)CH(2)N=CH(C(6)H(3)Me(2)-2,6)] [(AlMe(3))(2)] and [(C(6)H(3)tBn(2)-3,5)CH=NCH(2)CH(2)N=CH(C(6)H(3)tBu(2)-3,5)]-[(AlMe(3))(2)] are the prevalent reaction products when Mg(AlMe(4))(2) and AlMe(3) are employed.

  DOI：

  10.1021/om200361m
• 作为产物：
  描述：

  3,5-双(叔丁基)苯甲醛 、 乙二胺 以 乙醇 为溶剂， 以94%的产率得到N,N'-bis(3,5-di-tert-butylphenylmethylene)-1,2-diiminoethane
  参考文献：
  名称：

  Reactivity of Permethylated Magnesium Complexes toward β-Diimines

  摘要：

  The peralkylated magnesium complex Mg(AlMe(4))(2) reacts with bis-N,N'-diimine PhCH=NCH(2)CH(2)N=CHPh to yield the compound [PhCH(Me)NCH(2)CH(2)N=CHPh] Mg(AlMe(4))(AlMe(3)), via an alkyl migration. Such a 1,2-addition of the Mg-CH(3) moiety to the unsaturated N=C imino group is also observed for [MgMe(2)], affording dimagnesium complex [{PhCH (Me)NCH(2)CH(2)N=CHPh}Mg(Me)](2). In contrast, treatment of PhCH=NCH(2)CH(2)N=CHPh with AlMe(3) gives the donor-adduct [PhCH=NCH(2)CH(2)N=CHPh][(AlMe(3))(2)]. Based on these distinct reactivities a plausible reaction mechanism for the formation of [PhCH(Me)NCH(2)CH(2)N=CHPh]Mg(AlMe(4))(AlMe(3)) is proposed. Donor-adduct formation is also observed when the perethylated barium aluminate [Ba(AlEt(4))(2)](n) is reacted with a beta-diimine, affording the complex [Ba(AlEt(4))(2)(PhC=NCH(2)CH(2)N=CPh)](n). The scope of this reaction behavior was further investigated by reacting Mg(AlMe(4))(2), AlMe(3), and [MgMe(2)] with beta-diimines bearing substituted phenyl rings. Neither the ortho-methyl- nor the meta-tert-butyl-disubstituted proligands show any reaction with [MgMe(2)], while adducts [(C(6)H(3)Me(2)-2,6)CH=NCH(2)CH(2)N=CH(C(6)H(3)Me(2)-2,6)] [(AlMe(3))(2)] and [(C(6)H(3)tBn(2)-3,5)CH=NCH(2)CH(2)N=CH(C(6)H(3)tBu(2)-3,5)]-[(AlMe(3))(2)] are the prevalent reaction products when Mg(AlMe(4))(2) and AlMe(3) are employed.

  DOI：

  10.1021/om200361m

文献信息

• Reactivity of Permethylated Magnesium Complexes toward β-Diimines
  作者：Olaf Michel、Koji Yamamoto、Hayato Tsurugi、Cäcilia Maichle-Mössmer、Karl W. Törnroos、Kazushi Mashima、Reiner Anwander

  DOI：10.1021/om200361m

  日期：2011.7.25

  The peralkylated magnesium complex Mg(AlMe(4))(2) reacts with bis-N,N'-diimine PhCH=NCH(2)CH(2)N=CHPh to yield the compound [PhCH(Me)NCH(2)CH(2)N=CHPh] Mg(AlMe(4))(AlMe(3)), via an alkyl migration. Such a 1,2-addition of the Mg-CH(3) moiety to the unsaturated N=C imino group is also observed for [MgMe(2)], affording dimagnesium complex [PhCH (Me)NCH(2)CH(2)N=CHPh}Mg(Me)](2). In contrast, treatment of PhCH=NCH(2)CH(2)N=CHPh with AlMe(3) gives the donor-adduct [PhCH=NCH(2)CH(2)N=CHPh][(AlMe(3))(2)]. Based on these distinct reactivities a plausible reaction mechanism for the formation of [PhCH(Me)NCH(2)CH(2)N=CHPh]Mg(AlMe(4))(AlMe(3)) is proposed. Donor-adduct formation is also observed when the perethylated barium aluminate [Ba(AlEt(4))(2)](n) is reacted with a beta-diimine, affording the complex [Ba(AlEt(4))(2)(PhC=NCH(2)CH(2)N=CPh)](n). The scope of this reaction behavior was further investigated by reacting Mg(AlMe(4))(2), AlMe(3), and [MgMe(2)] with beta-diimines bearing substituted phenyl rings. Neither the ortho-methyl- nor the meta-tert-butyl-disubstituted proligands show any reaction with [MgMe(2)], while adducts [(C(6)H(3)Me(2)-2,6)CH=NCH(2)CH(2)N=CH(C(6)H(3)Me(2)-2,6)] [(AlMe(3))(2)] and [(C(6)H(3)tBn(2)-3,5)CH=NCH(2)CH(2)N=CH(C(6)H(3)tBu(2)-3,5)]-[(AlMe(3))(2)] are the prevalent reaction products when Mg(AlMe(4))(2) and AlMe(3) are employed.