caa a22 4500 475758358 CHVBK 20180406123543.0 cr unu---uuuuu 170329e20000101xx s 000 0 eng 10.1007/BF02499068 doi (NATIONALLICENCE)springer-10.1007/BF02499068 Influence of steric and electronic effects of substituents on the molecular structures and conformational flexibility of 1,8-naphthalenedicarboximides [Elektronische Daten] [A. Kovalevsky, I. Ponomarev, M. Antipin, I. Ermolenko, O. Shishkin] A series of 1,8-naphthalenedicarboximide derivatives containing substituents of different steric and electronic nature were studied by X-ray diffraction analysis.Ab initio quantumchemical calculations in the HF/3-21G approximation demonstrated the high conformational flexibility of the imide tetrahydro ring in the molecules of these compounds. The electronic nature of the substituents has no effect on the geometry and conformational flexibility of naphthalenedicarboximides due to weak conjugation between the imide and naphthalene fragments in the molecules. However, the steric effects of the bulky substituents noticeably affect the equilibrium geometry of the imide ring by increasing its conformational flexibility. Kluwer Academic/Plenum Publishers, 2000 1,8-naphthalenedicarboximide nationallicence molecular structure nationallicence conjugation nationallicence conformational flexibility nationallicence quantum-chemical calculations nationallicence Kovalevsky A. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut Ponomarev I. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut Antipin M. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut Ermolenko I. Institute of Single Crystals, National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001, Kharkov, Ukraine aut Shishkin O. Institute of Single Crystals, National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001, Kharkov, Ukraine aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/1(2000-01-01), 70-76 1066-5285 49:1<70 2000 49 11172 https://doi.org/10.1007/BF02499068 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02499068 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kovalevsky A. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Ponomarev I. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Antipin M. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Ermolenko I. Institute of Single Crystals, National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001, Kharkov, Ukraine aut NATIONALLICENCE 700 1- Shishkin O. Institute of Single Crystals, National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001, Kharkov, Ukraine aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/1(2000-01-01), 70-76 1066-5285 49:1<70 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer