TY - JOUR
T1 - N-Iodosuccinimide-mediated dimerization and macrocyclization of indodicarbocyanine dyes
AU - Miltsov, Sergey
AU - Yakimansky, Alexander
AU - Mitroshin, Alexander
AU - Gurzhiy, Vladislav
AU - Alonso-Chamarro, Julian
AU - Puyol, Mar
N1 - Publisher Copyright:
© 2023 Elsevier Ltd
PY - 2023/6/1
Y1 - 2023/6/1
N2 - The reaction of indodicarbocyanine dyes with N-iodosuccinimide produces dimeric molecules together with the corresponding meso-iodinated dyes depending on the aryl substitution of the dyes and reaction conditions. Iodinated dyes are more reactive in BF3-catalized dimerization than brominated analogues. Reaction of N-iodosuccinimide with N,N′-connected dimeric pentamethines gave rise to macrocyclic dyes with 16- and 20-membered cycles.
AB - The reaction of indodicarbocyanine dyes with N-iodosuccinimide produces dimeric molecules together with the corresponding meso-iodinated dyes depending on the aryl substitution of the dyes and reaction conditions. Iodinated dyes are more reactive in BF3-catalized dimerization than brominated analogues. Reaction of N-iodosuccinimide with N,N′-connected dimeric pentamethines gave rise to macrocyclic dyes with 16- and 20-membered cycles.
KW - Cyanine dyes
KW - Cyclization
KW - Dimerization
KW - N-iodosuccinimide
UR - http://www.scopus.com/inward/record.url?scp=85161071150&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/1efb1f94-def9-3132-b5e8-292b778cb999/
U2 - 10.1016/j.tet.2023.133485
DO - 10.1016/j.tet.2023.133485
M3 - Article
AN - SCOPUS:85161071150
SN - 0040-4020
VL - 140
JO - Tetrahedron
JF - Tetrahedron
M1 - 133485
ER -