Naslov
Synthesis, X-ray and DFT Study of the Double Bond Pyramidalization in 1, 7, 8, 9-Tetraphenyl-4, 10, 10-trimethyl-4-aza-10-silatricyclo[5.2.1.0.2, 6]deca-8-ene-3, 5-dione and its Germanium Analogue

Autori
Margetić, Davor ; Murata, Yasujiro ; Komatsu Koichi ; Eckert-Maksić, Mirjana

Izvornik
Organometallics (0276-7333) 25 (2006), 1; 111-117

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
DFT calculation; X-ray analysis; high pressure reactions; cycloaddition reactions; pyramidalized alkenes

Sažetak
Diels-Alder adducts of 1-sila-2, 3, 4, 5-tetraphenyl-1, 1-dimethyl-2, 4-cyclopentadiene and 1-germa-2, 3, 4, 5-tetraphenyl-1, 1-dimethyl-2, 4-cyclopentadiene with N-methylmaleimide and maleic anhydride were prepared by high pressure reactions. Their X-ray structures were determined and compared to literature data. In addition, B3LYP/6-31G* method was used to study their molecular and electronic structure. X-ray analysis revealed that extent of pyramidalization of the double bond in all studied compounds is small (molecules 1 and 2) or negligible (3). B3LYP/6-31G* calculations were found to overestimate pyramidalization by 5.3 to 9.4 degrees, presumably due to crystal packing forces. The effect of phenyl groups on geometry of the double bond is discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

Napomena
Objavljen je online

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