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Direct Trimethylsilylation of Phenanthrene and its Products—An Abnormal Silylation of Phenanthrene
Author(s) -
Yang MeiHui,
Liu ShengLieh
Publication year - 1975
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.197500005
Subject(s) - phenanthrene , chemistry , silylation , trimethylsilyl , organic chemistry , molar ratio , catalysis
Abstract Direct trimethylsilylation 1) of phenanthrene in different molar ratio of phenanthrene/sodium/trimethylchlorosilane is reported and discussed. Instead of the aromatic silyl compounds, such as 9‐trimethylsilylphenanthrene (V), the hydroaromatic silyl compounds, such as 9, 10–bis (trimethylsilyl)‐9, 10‐dihydrophenanthrene (I) were obtained preferentially. Structure of these compounds are characterized and discussed. These silylated products have a general trend to change their properties during long time storage in the atmosphere under exposure to light. A significant difference of chemical shifts between silylated aromatic compound (V) and silylated hydroaromatic compound (I‐IV) was observed.