Naslov
Molecular and electronic structure and gas-phase pyrolitic generation of 7,7'-dioxasesquinorbornenes

Autori
Antol, Ivana ; Eckert-Maksić, Mirjana ; Margetić, Davor ; Maksić, Zvonimir B. ; Kowski, Klaus ; Rademacher, Paul

Izvornik
European journal of organic chemistry (1434-193X) (1998), 7; 1403-1408

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

Ključne riječi
pyramidalization; ab initio calculations; DFT calculations; pyrolysis; photoelectron spectroscopy

Sažetak
Structural and photoelectron spectroscopic (PES) features of 7,7'-dioxa-analogons of syn- (syn-2) and anti- (anti-2) sesquinorbornenes are investigated. It is shown that the B3LYP/6-31G* and B3PW91/6-31G* DFT methods are well suited for studying the geometrical properties of large organic molecules involving nonplanar double bonds as evidenced by comparison with the MP2/6-31G* results and available neutron diffraction and X-ray data. It is also shown that the anti-isomer is less stable than the syn-2 in accordance with the stability ordering of syn-1 and anti-1. Finally, PES evidence for the formation of anti-2 by pyrolytic decomposition of the corresponding beta-lactone is given and discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA