Synthesis and NMR Characterization of 2,5-Bis(Trimethylsilyl)-3,4-Diphenyl-1-Silacyclopentadienyl Dianion

Abstract

Two new silyl-substituted silolide dianions (11a, 11b) have been synthesized and characterized spectroscopically. Their ¹H, ²⁹Si, and ¹³C NMR spectra show similarities to the known phenyl- and alkyl-substituted analogues. Reaction with ethyl bromide gave the expected diethylsilol. B3LYP/6-31 + G* geometry optimization revealed equalized CC distances, and also NICS values indicate significant aromaticity.

Figures S1—S5 are available online in Supplemental Materials.

GRAPHICAL ABSTRACT

Keywords:

• Aromacity
• silolyl dianion
• density functional calculation

Additional information

Funding

Financial Support from OTKA K 105417, and COST CM1302 is gratefully acknowledged. The authors appreciate the help of József Balla for the GC-MS measurements.