Post-resonance Raman and theoretical studies on 1,3,2,4-benzodithiadiazines, formally anti-aromatic compounds

Post-resonance Raman and theoretical studies on 1,3,2,4-benzodithiadiazines, formally anti-aromatic compounds Full article

Journal

Physical Chemistry Chemical Physics
ISSN: 1463-9076 , E-ISSN: 1463-9084

Output data

Year: 2001, Volume: 3, Number: 8, Pages: 1411-1418 Pages count : 8 DOI: 10.1039/b009433l

Authors

Schettino M. ¹ , Romano R.M. ² , Della Vedova C.O. ^1,2 , Makarov A.Yu. ³ , Zibarev A.V. ³

Affiliations

1	(Данные Web of science) UNLP, CIC, CONICET, LaSeISiC, RA-1897 La Plata, Buenos Aires, Argentina
2	(Данные Web of science) Natl Univ La Plata, Fac Ciencias Exactas, CEQUINOR, RA-1900 La Plata, Argentina
3	(Данные Web of science) Russian Acad Sci, Inst Organ Chem, Novosibirsk 630090, Russia

DFT calculations on 1,3,2,4-benzodithiadiazine (1) and its 5-F (2), 6-Cl (3) and 7-CH3 (4) derivatives showed these compounds to have essentially non-planar molecular conformations. The vibrational (IR and Raman) spectra of 1-4 were measured and assigned on the basis of the results of the theoretical calculations. N=S=N anti-symmetric and symmetric stretching modes were found at similar to 1220-1230 and similar to 965-975 cm(-1), respectively. Resonance Raman spectra of 1-4 were obtained with the 514.5, 496.5, 488.0, 476.5 and 457.9 nm excitation lines of an Argon laser, and a post-resonance Raman effect was observed. The Raman excitation profiles revealed a weak but definite pi -interaction of the carbocyclic and heterocyclic parts of the molecules which became stronger on going from 1 to 2. Comments on the possible existence of antiaromaticity for the title compounds in a planar conformation are given.

Schettino M. , Romano R.M. , Della Vedova C.O. , Makarov A.Y. , Zibarev A.V.
Post-resonance Raman and theoretical studies on 1,3,2,4-benzodithiadiazines, formally anti-aromatic compounds
Physical Chemistry Chemical Physics. 2001. V.3. N8. P.1411-1418. DOI: 10.1039/b009433l WOS Scopus

Web of science	WOS:000167775800004
Scopus	2-s2.0-0035870515
OpenAlex	W1974760515