부산대학교 도서관

Ester and ether derivatives of 2-[(8-dimethylaminonaphthalen-1-yl)dimethylsilanyl]ethanol ( 10a) were prepared as part of a preliminary study to determine the β-effect of pentavalent silicon. The p-nitrobenzoate, 3,5-dinitrobenzoate, and o-nitrobenzoates ester derivatives 10e− 10g, which were characterized using X-ray crystallography, showed partial distortion of the silicon toward a trigonal bipyramidal geometry with the peri-nitrogen occupying one of the apical sites. The second apical site is occupied by a CH 3substituent in 10eand 10f, while the CH 2CH 2OR substituent occupies the apical position in 10g. The C−OR bond distances in these structures were lengthened compared to standard values, consistent with the presence of a strong σ−σ ∗interaction between the σ C-Sibonding orbital and the σ ∗C-ORantibonding orbital. [ABSTRACT FROM AUTHOR]