Journal
ORGANOMETALLICS
Volume 21, Issue 20, Pages 4024-4026Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om0205041
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The first 1-silanaphthalene, 4, was successfully synthesized by taking advantage of an efficient steric protection group, 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl (Tbt), and the aromaticity of 4 was discussed on the basis of its H-1, C-13, and Si-29 NMR, Raman, and UV/vis spectra together with theoretical calculations. In contrast to the thermal stability of the Tbt-substituted 2-silanaphthalene 2, 1-Tbt-1-silanaphthalene (4) undergoes a ready [2 + 4] dimerization reaction in solution even at room temperature, despite its stability in the solid state.
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