Chloride → N~9~,N~10~-Bis(trimethylsilyl)phenanthrene-9,10-diimine

HRID 1196113

反応式

HRID 1196113 の反応式
[CH:1]1[C:14]2[C:13](=O)[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C[Si]([N-:21][Si:22]([CH3:25])([CH3:24])[CH3:23])(C)C.[Na+].C1(=O)C2C=CC3C(=CC=CC=3)C=2C=CC1=O.C1(=N)C2C=CC3C(=CC=CC=3)C=2C=CC1=N.[Cl-]>>[CH3:23][Si:22]([N:21]=[C:13]1[C:12](=[N:21][Si:22]([CH3:23])([CH3:24])[CH3:25])[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:14]1=[CH:1][CH:2]=[CH:3][CH:4]=2)([CH3:25])[CH3:24]

参加物

6

反応物 5

HCID 312ChlorideHCID 67639,10-PhenanthrenedioneHCID 2724254Sodium bis(trimethylsilyl)amideHCID 30805661,2-PhenanthrenedioneHCID 86745785Phenanthrenequinone diimine

生成物 1

HCID 71349758N~9~,N~10~-Bis(trimethylsilyl)phenanthrene-9,10-diimine収率 37%

実験手順

Ligand Synthesis. 9,10-Phenanthrenequinone bis((trimethylsilyl)-imine) (silylphi) was synthesized from 9,10-phenanthrenequinone (Aldrich) and sodium bis(trimethylsilyl)amide (Fluka) as described by Tuchtenhagan and Ruhlmann. (11) Important modifications to this synthesis include a reaction temperature of no greater than 65° C. and a final phenanthrenequinone concentration of 0.08 M. Under these conditions, orange crystalline silylphi was obtained in 37% yield and stored under nitrogen. The phenanthrenequinone diimine ligand (phi) was generated and chelated in situ by combining the silylated imine ligand with an ethanolic solution of metal chloride by using a modificaiton of Schlosser's method. (12)

後処理

  1. customLigand Synthesis
  2. customa reaction temperature of no greater than 65° C.
  3. customUnder these conditions, orange crystalline silylphi was obtained in 37% yield

出典と根拠

ORDレコード
ord-0f445a9289244094b55915f4cb38ef55
出典データセット
uspto-grants-1992_05
特許番号
US05112974

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