![Regioselektivnost` reakcii galogenirovaniya 9-xlorpirido[1,2-a]benzimidazola](/upload/12631c5e396938a702bdd516ae8c4208/issues/cover/d2fc3864dd0e37304717f34bbb6953a6.jpeg)
Yaroslavl, Yaroslavl, Russian Federation
Yaroslavl, Yaroslavl, Russian Federation
Metodami eksperimental'noy i kvantovoy himii izuchena regioselektivnost' reakcii SEAr 9-hlorpirido[1,2-a]benzimidazola. Process galogenirovaniya provodili v sernoy kislote, ispol'zuya N-bromsukcin- ili N-hlorsukcinimid. Proishodilo obrazovanie dvuh izomernyh produktov 8-Hal-9-hlorpirido[1,2-a]benzimidazola i 6-Hal-9-hlorpirido[1,2-a]benzimidazola. Preimuschestvenno vvedenie elektrofil'noy chasticy proishodilo v 8-e polozhenie geterocikla. S pomosch'yu metodov kvantovoy himii ustanovleno, chto reakciya elektrofil'nogo galogenirovaniya imela orbital'nyy kontrol'. Orientaciya vvedeniya elektrofil'noy chasticy opredelyalas' raspredeleniem granichnoy elektronnoy plotnosti v substrate, chto horosho soglasovyvalos' s eksperimental'nymi dannymi.
9-hlorpirido[1,2-a]benzimidazol, N-galogensukcinimid, reakciya SEAr, regioselektivnost', kvantovo-himicheskoe modelirovanie, metod DFT B3LYP/6-31G**, programmnyy kompleks PC GAMESS/Firefly i ORCA 5.0.4
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