title: Isotope effects in the reaction of benzo[h]quinoline N-oxides with methylsulfinyl carbanion examined by ab initio molecular orbital methods.
abstract: The reactions of benzo[h]quinoline N-oxide with methylsulfinyl carbanion and deuterated methylsulfinyl carbanion, respectively, were studied theoretically. Differences in yield between these reactions were explained using ab initio molecular orbital methods by considering the zero-point energy correction and the barrier penetration effect. In these reactions, two transition states affected the total reaction rate. The hydrogen- or deuterium-transfer step played a significant role, accounting for the difference in reaction rates.
authors.affiliation: Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Sendai 981-8558, Japan. matuzaki@tohoku-pharm.ac.jp
authors.forename: Hisao
authors.initials: H
authors.lastname: Matsuzaki
authors.forename: Koichi
authors.initials: K
authors.lastname: Saito
authors.forename: Akemi
authors.initials: A
authors.lastname: Kobayashi
authors.forename: Isao
authors.initials: I
authors.lastname: Takeuchi
mesh_terms: D016227:Benzoquinones / Q000032:analysis / Q000737:chemistry / Q000378:metabolism; D003497:Cyclic N-Oxides / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism*; D007554:Isotopes; D008956:Models, Chemical; D011804:Quinolines / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism*; D013463:Sulfuric Acid Esters / Q000032:analysis / Q000737:chemistry / Q000378:metabolism
chemical_list: D016227:Benzoquinones; D003497:Cyclic N-Oxides; D007554:Isotopes; D011804:Quinolines; D013463:Sulfuric Acid Esters; C033522:methyl sulfate