The conformational behavior of 2- and 3-phenylfuran was analyzed by ab initio computations making use of the STO-3G basis set. The most significant geometrical parameters were optimized, but the computed torsional potentials are essentially insensitive to geometry optimization. The abs. min. of the potential energy curve corresponds to the planar conformation in the case of the 2-isomer, but to a gauche conformation in the case of the 3-isomer. Fourier expansions of the torsional potentials were used to analyze the interplay of conjugative, steric and electrostatic interactions in detg. the conformational behavior of phenylfurans and the origin of conformational differences between phenylfurans and phenylpyrroles.

Conformational behavior of nonfused biheterocycles. The case of isomeric phenylfurans

MINICHINO, Camilla;
1988

Abstract

The conformational behavior of 2- and 3-phenylfuran was analyzed by ab initio computations making use of the STO-3G basis set. The most significant geometrical parameters were optimized, but the computed torsional potentials are essentially insensitive to geometry optimization. The abs. min. of the potential energy curve corresponds to the planar conformation in the case of the 2-isomer, but to a gauche conformation in the case of the 3-isomer. Fourier expansions of the torsional potentials were used to analyze the interplay of conjugative, steric and electrostatic interactions in detg. the conformational behavior of phenylfurans and the origin of conformational differences between phenylfurans and phenylpyrroles.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11563/20256
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