Structural evidence for the arc-shaped topology of hetero[5]polynorbornanes (CROSBI ID 175520)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Trošelj, Pavle ; Briš, Anamarija ; Murata, Yasujiro ; Margetić, Davor
engleski
Structural evidence for the arc-shaped topology of hetero[5]polynorbornanes
Two novel polarofacial-[5]-polynorbornanes, O2N2O2- and COCOC- were synthetised by cycloaddition reactions and their molecular and crystal structures determined. These hetero[5]polynorbornanes posses heteroatoms at the norbornene bridges located at the outer convex surface, whereas functionalities are positioned on the inner concave surface. Molecular structures attest the extent of the curvature of their polycyclic backbone, and established that the COCOC-[5]-polynorbornane possesses more curved topology due to larger steric repulsion of 7-norbornane bridges. These experimental results are in good agreement with computational predictions of geometry. Quantum chemical study has identified lone pair repulsive interactions and steric repulsions of bridges as important factors for determining curvature.
X-ray analysis; norbornanes; microwave reactions; high pressure reactions
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