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Hexasilylbenzene, C 6 (SiH 3 ) 6
Author(s) -
Rüdinger Christoph,
Beruda Holger,
Schmidbaur Hubert
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250616
Subject(s) - chemistry , triclinic crystal system , silylation , silane , benzene , molecule , aryl , silicon , ring (chemistry) , group (periodic table) , crystallography , medicinal chemistry , stereochemistry , crystal structure , organic chemistry , catalysis , alkyl
The title compound was obtained in a four‐step synthesis starting from (4‐methoxyphenyl)silane. Owing to the presence of activating p ‐methoxy groups in the key intermediate hexakis[(4‐methoxyphenyl)silyl]benzene ( 4 ), the peripheral aryl groups can be cleaved selectively from the silicon atoms with trifluoromethanesulfonic acid, leaving the Si–C bonds to the central benzene ring intact. LiAlH 4 reduction of the resulting hexakis[(trifluoromethylsulfonyloxy)silyl]benzene ( 5 ) finally leads to crystalline, sublimable, air‐stable C 6 (SiH 3 ) 6 ( 6 ), m.p. 165°C. In the crystals (triclinic, space group P &1macr;) the structure of the centrosymmetrical molecules approaches very closely point group D 3d , as predicted from theoretical considerations.