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Easily Separable Cyclic Oligosilanes with p ‐Methoxyphenyl Groups and Their Stereoselective Functionalization
Author(s) -
Omatsu Yamato,
Mizuhata Yoshiyuki,
Tokitoh Norihiro
Publication year - 2021
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.202001076
Subject(s) - chemistry , halogenation , aryl , stereoselectivity , ring (chemistry) , group (periodic table) , medicinal chemistry , stereochemistry , organic chemistry , alkyl , catalysis
Novel cyclic oligosilanes with trimethylsilylmethyl and aryl groups at each silicon ring atom were synthesized. The reductive condensation of a dichlorosilane having a phenyl group as an aryl group gave five‐ and six‐membered cyclic oligosilanes as mixtures of their stereoisomers. On the other hand, the use of p ‐methoxyphenyl group instead of phenyl group resulted in the formation of four‐ and five‐membered cyclic oligosilanes, from which each stereoisomer was separable and identified spectroscopically and structurally. Interestingly, the dearylative pentatriflation of the isolated cyclic pentasilanes yielded the sole pentatriflated cyclopentasilane from any stereoisomer. In addition, its further chlorination, bromination, and iodination quantitatively afforded the sole stereoisomer of the corresponding pentahalocyclopentasilanes.