THESIS
2021
1 online resource (xx, 114 pages) : illustrations (some color)
Abstract
An osmaanthracyne complex was synthesized by treatment of OsCl
2(PPh
3)
3 with a phosphonium salt and deprotonation reagent. A series of modified osmaanthracyne complexes were obtained from the substitution reaction of the original osmaanthracyne complex with various salts and ligands.
Reactions of the osmaanthracyne complexes with PhICl
2 produced both singly and doubly chlorinated osmaanthracyne complexes. The center of the aromatic ring is most susceptible to electrophilic substitution. The TMS-substituted position is also susceptible to electrophilic substitution in a lower extent.
Reactions of the osmaanthracyne complex with wet Br
2 produced an osmafuran. It is believed to be a product formed by alternate hydration and bromination. The vulnerable centers of the osmaanthracyne ring are...[
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An osmaanthracyne complex was synthesized by treatment of OsCl
2(PPh
3)
3 with a phosphonium salt and deprotonation reagent. A series of modified osmaanthracyne complexes were obtained from the substitution reaction of the original osmaanthracyne complex with various salts and ligands.
Reactions of the osmaanthracyne complexes with PhICl
2 produced both singly and doubly chlorinated osmaanthracyne complexes. The center of the aromatic ring is most susceptible to electrophilic substitution. The TMS-substituted position is also susceptible to electrophilic substitution in a lower extent.
Reactions of the osmaanthracyne complex with wet Br
2 produced an osmafuran. It is believed to be a product formed by alternate hydration and bromination. The vulnerable centers of the osmaanthracyne ring are all being attacked by water and Br
2.
Reactions of the osmaanthracyne complexes with wet TBAF produced a five-membered osmacycle as a result of a series of desilylation, hydration, and decarbonylation. Reactions of the osmaanthracyne complex with dry TBAF in the presence of molecular sieves produced an unsubstituted osmaanthracyne complex as dry TBAF eliminate the possibility of hydration and subsequent decarbonylation. Nevertheless, the unsubstituted osmaanthracyne species is very vulnerable to water, which immediately decompose to the aforementioned 5-membered osmacycle upon contact with water.
Reaction of the osmaanthracyne complex with maleic anhydride produced a [4+2] cycloaddition product.
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