caa a22 4500 469072369 CHVBK 20180323132925.0 cr unu---uuuuu 170328e19921001xx s 000 0 eng 10.1007/BF00678554 doi (NATIONALLICENCE)springer-10.1007/BF00678554 Electron distribution on an intramolecular hydrogen bond: A semiempirical AM1 study [Elektronische Daten] [Peter Ertl, Otto Exner] Dipole moments of seven molecules were studied by AM1, each containing an intramolecular hydrogen bond between a hydroxyl group and a carbonyl or nitro group as hydrogen acceptors. The hydrogen bond causes two electron shifts: from H to O within the hydroxyl group and from C to O within the carbonyl group. The latter is accompanied by withdrawal of electrons from even more distant atoms. If the total electron density change is expressed as a vector, its direction is close to the direction of the O-H bond. This electron redistribution is in agreement with the previous, somewhat, puzzling experimental results. However, it differs from the commonly accepted picture according to which electron density changes on the hydrogen acceptor moiety are less important than those on the O-H bond. Plenum Publishing Corporation, 1992 Ertl Peter Department of Chemistry, Comenius University, 842 15, Bratislava, Czechoslovakia aut Exner Otto Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10, Prague 6, Czechoslovakia aut Structural Chemistry Kluwer Academic Publishers 3/5(1992-10-01), 301-305 1040-0400 3:5<301 1992 3 11224 https://doi.org/10.1007/BF00678554 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00678554 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ertl Peter Department of Chemistry, Comenius University, 842 15, Bratislava, Czechoslovakia aut NATIONALLICENCE 700 1- Exner Otto Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10, Prague 6, Czechoslovakia aut NATIONALLICENCE 773 0- Structural Chemistry Kluwer Academic Publishers 3/5(1992-10-01), 301-305 1040-0400 3:5<301 1992 3 11224 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer