Matrix isolation and computational study of the photochemistry of 1,3,2,4-benzodithiadiazine.
Photolysis of 1,3,2,4-benzodithiadiazine (1) at ambient temperature yields stable 1,2,3-benzodithiazolyl radicals. In order to reveal the mechanism of this unusual transformation, the photochemistry of 1 was studied in argon matrices using IR and UV-vis spectroscopy. A series of intermediates, including four- and five-membered heterocyclic and o-quinoid acyclic species, were characterized spectroscopically with the help of quantum chemical calculations. With selective irradiation, these intermediates can be mutually interconverted as well as converted back to the starting compound 1.
Gritsan
Nina P
NP
Institute of Chemical Kinetics and Combustion, Siberian Branch of Russian Academy of Sciences, 630090 Novosibirsk, Russia. gritsan@kinetics.nsc.ru
Pritchina
Elena A
EA
Bally
Thomas
T
Makarov
Alexander Yu
AY
Zibarev
Andrey V
AV
D001128:Argon / Q000737:chemistry*; D001581:Benzothiadiazines / Q000737:chemistry* / Q000528:radiation effects; D052160:Benzothiazoles / Q000737:chemistry / Q000528:radiation effects; D003198:Computer Simulation; D005609:Free Radicals / Q000737:chemistry / Q000528:radiation effects; D007834:Lasers; D008956:Models, Chemical; D015394:Molecular Structure; D010777:Photochemistry; D010782:Photolysis; D011789:Quantum Theory; D012680:Sensitivity and Specificity; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods
C519083:1,3,2,4-benzodithiadiazine; D001581:Benzothiadiazines; D052160:Benzothiazoles; D005609:Free Radicals; D001128:Argon