Reaktionsgleichung
[CH3:1][CH2:2]CCOP(OCCCC)(OCCCC)=O.[C:18]1([C:24]#[C:25][C:26]#[C:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[Br:34][C:35]1[CH:40]=CC(I)=[CH:37][CH:36]=1>>[C:28]1([C:27]#[C:26][C:25]2[CH:24]=[CH:18][C:23]([C:22]#[C:21][C:20]3[CH:19]=[CH:40][C:35]([Br:34])=[CH:36][CH:37]=3)=[CH:2][CH:1]=2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1Komponenten
Versuchsvorschrift
In an especially contemplated arm extension strategy depicted in FIG. 4, in which AD represents an adamantane or diamantane group. Phenylacetylene is a starting molecule that is reacted (A1) with TBPA (supra) to yield 1,3,5,7-tetrakis[3′/4′-(phenylethynyl)phenyl]adamantane. Alternatively, phenylacetylene can be converted (B1) to 4-(phenylethynyl)phenylbromide that is subsequently reacted (C1) with trimethylsilylacetylene to form 4-(phenylethynyl)phenylacetylene. TBPA can then be reacted (with phenylethynylphenylacetylene to 1,3,5,7-tetrakis{3′/4′-[4″-(phenylethynyl)phenylethynyl]phenyl}-adarnantane. In a further extension reaction, phenylethynylphenylacetylene is reacted (2) with 1-bromo-4-iodobenzene to form 4-[4′-(phenylethynyl)phenylethynyl]phenylbromide that is further converted (C2) to 4-[4′-(phenylethynyl)phenylethynyl]acetylene. The so formed 4-[4′-(phenylethynyl)phenylethynyl]acetylene may then be reacted (A3) with TBA to yield 1,3,5,7-tetrakis-{3′/4′-[4″-(4′-(phenylethynyl)phenylethynyl)phenylethynyl]phenyl}adamantane.
Quellen und Nachweise
- ORD-Eintrag
- ord-ad07160721084ee69d3bb4b2c1be0b03
- Quelldatensatz
- uspto-grants-2007_12
- Patentnummer
- US07307137B2
Verknüpfte Notizen
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