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Catalysis in Transamination of 6‐chloro‐2‐(3‐chlorophenyl)‐1 H ‐benz[ de ]isoquinoline‐1,3‐(2 H )‐dione and its Implications in Laser Tissue Welding
Author(s) -
Anderson Samantha M.,
Mitchell Stanford D.,
LaPlante Kayla A.,
McKenney Ryan K.,
Lewis David E.
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2800
Subject(s) - transamination , chemistry , isoquinoline , methanol , reagent , catalysis , base (topology) , medicinal chemistry , organic chemistry , enzyme , mathematical analysis , mathematics
The transamination of 6‐chloro‐2‐(3‐chlorophenyl)‐1 H ‐benz[ de ]isoquinoline‐1,3‐(2 H )‐dione with primary alkylamines under pseudo‐first‐order conditions is shown to be unimolecular in both reagents as well as unimolecular in methanol (in methanol solution). The reaction is subject to both general acid and general base catalysis. A termolecular, solvated transition state model and a putative model for the early steps of laser tissue welding with aminonaphthalimide dyes are proposed.