(E)-2-[2-(1-Naphthyl)vinyl]-3-tosyl-2,3-dihydro-1,3-benzothiazole.
The title compound, C(26)H(21)NO(2)S(2), which consists of a benzothiazole skeleton with alpha-naphthylvinyl and tosyl groups at positions 2 and 3, respectively, was prepared by palladium-copper-catalyzed heteroannulation. The E configuration of the molecule about the vinyl C=C bond is established by the benzothiazole-naphthyl C-C-C-C torsion angle of 177.5 (4) degrees. The five-membered heterocyclic ring adopts an envelope conformation with the Csp(3) atom 0.380 (6) A from the C(2)NS plane. The two S-C [1.751 (4) and 1.838 (4) A] and two N-C [1.426 (5) and 1.482 (5) A] bond lengths in the thiazole ring differ significantly.
Maiti
S
S
Department of Solid State Physics, Indian Association for the Cultivation of Science, Jadavpur, Calcutta 700 032, India.
Mukherjee
M
M
Nandi
B
B
Helliwell
M
M
Kundu
N G
NG
D052160:Benzothiazoles; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D013844:Thiazoles / Q000737:chemistry*; D014105:Tosyl Compounds / Q000737:chemistry*
C413873:2-(2-(1-naphthyl)vinyl)-3-tosyl-2,3-dihydro-1,3-benzothiazole; D052160:Benzothiazoles; D013844:Thiazoles; D014105:Tosyl Compounds