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Journal article

Which NICS Aromaticity Index for Planar pi Rings Is Best?

Five increasingly sophisticated aromaticity indexes, based on nucleus-independent chem. shifts (NICS), were evaluated against a uniform set of arom. stabilization energies (ASE) for 75 mono- and polyheterocyclic five-membered rings. While acceptable statistical correlations were given by all of the NICS methods, the most fundamentally grounded index, NICS(0)pizz (based on the pi contribution to the out-of-plane zz tensor component), performed best statistically (cc = 0.980) and in practice. The easily computable NICS(1)zz index is a useful alternative (cc = 0.968). [on SciFinder (R)]

    Keywords: Aromaticity; Correlation analysis; Magnetic screening (statistical correlations of NICS aromaticity indexes for planar pi rings); Heterocyclic compounds Role: PRP (Properties) (statistical correlations of NICS aromaticity indexes for planar pi rings) ; NICS aromaticity index heterocyclic ring

    Note:

    CAN 144:273787

    22-2

    Physical Organic Chemistry

    Department of Chemistry,Islamic Azad University-Rasht Branch,Rasht,Iran.

    Journal

    1523-7060

    written in English.

    109-97-7 (Pyrrole); 110-00-9 (Furan); 110-02-1 (Thiophene); 287-87-6 (1H-Borole); 287-93-4 (Germole); 288-05-1 (Selenophene); 288-13-1 (2-Azapyrrole); 288-14-2 (2-Azafuran); 288-15-3 (2-Phosphapyrrole); 288-16-4 (2-Azathiophene); 288-20-0 (2-Phosphafuran); 288-32-4 (3-Azapyrrole); 288-35-7 (2,5-Diazapyrrole); 288-36-8 (2,3-Diazapyrrole); 288-37-9 (2,5-Diazafuran); 288-39-1 (2,5-Diazathiophene); 288-42-6 (3-Azafuran); 288-43-7 (2,3-Diazafuran); 288-47-1 (3-Azathiophene); 288-48-2 (2,3-Diazathiophene); 288-88-0 (3,4-Diazapyrrole); 288-90-4 (2,4-Diazafuran); 288-92-6 (2,4-Diazathiophene); 288-94-8 (2,3,4-Triazapyrrole); 288-96-0 (2,3,5-Triazathiophene); 289-06-5 (3,4-Diazathiophene); 289-07-6 (2,3,4-Triazathiophene); 497-20-1 (5-Methylene-1,3-cyclopentadiene); 542-92-7 (Cyclopentadiene); 765-46-8 (Spiro[2.4]hepta-4,6-diene); 4125-18-2 (5,5-Dimethyl-1,3-cyclopentadiene); 4723-64-2 (Silole); 12127-83-2 (Cyclopentadienyl anion); 13396-89-9 (2,3,4,5-Tetraphosphathiophene); 16412-97-8 (3-Phosphapyrrole); 21829-74-3 (3-Phosphafuran); 23303-09-5 (Pyrrole anion); 35745-44-9 (Pyrrole conjugate acid); 37642-73-2 (2,5-Diphosphapyrrole); 39808-37-2 (2-Phosphathiophene); 41723-51-7 (5,5-Dichloro-1,3-cyclopentadiene); 42854-39-7 (2,5-Diphosphathiophene); 42854-40-0 (2,5-Diphosphafuran); 55219-61-9; 77825-99-1 (2,4-Cyclopentadiene-1-thione); 109868-36-2 (3-Phosphathiophene); 127666-31-3 (2,3,4,5-Tetraphosphafuran); 145123-25-7 (5,5-Difluoro-1,3-cyclopentadiene); 159331-74-5; 162021-31-0; 162021-32-1 (Silacyclopentadienylium); 188769-70-2 (Germolylium); 193619-64-6 (3,4-Diphosphathiophene); 211514-80-6; 240435-01-2 (5,5-Disilyl-1,3-cyclopentadiene); 240435-02-3 (5,5-Digermyl-1,3-cyclopentadiene); 240435-03-4 (5,5-Distannyl-1,3-cyclopentadiene); 292074-47-6 (2,3,5-Triphosphapyrrole); 405922-88-5 (3,4-Diphosphafuran); 405922-89-6 (3,4-Diphosphapyrrole); 405922-90-9 (2,3,4-Triphosphafuran); 405922-91-0 (2,3,4-Triphosphathiophene); 405922-92-1 (2,3,4-Triphosphapyrrole); 405922-93-2 (2,3,5-Triphosphafuran); 405922-94-3 (2,3,5-Triphosphathiophene); 405922-96-5 (2,3,4,5-Tetraphosphapyrrole); 405923-20-8; 405923-35-5 (2,4-Cyclopentadiene-1-selone); 405923-37-7; 406179-72-4; 406179-73-5; 406179-74-6; 406179-75-7; 406179-85-9 Role: PRP (Properties) (statistical correlations of NICS aromaticity indexes for planar pi rings)

    Reference

    Record created on 2007-10-22, modified on 2016-08-08

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