Rh(iii)-Catalysed synthesis of cinnolinium and fluoranthenium salts using C–H activation/annulation reactions: organelle specific mitochondrial staining applications. Issue 24 (28th May 2021)

• Record Type: Journal Article
• Authors: Mayakrishnan, Sivakalai; Tamizmani, Masilamani; Balachandran, Chandrasekar; Aoki, Shin; Maheswari, Narayanan Uma
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 24(2021)
• Page Start: 5413
• Page End: 5425
• Publication Date: 2021-05-28
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00376c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Organelle specific mitochondrial staining studies on fluoranthenium salts using C–H activation of Rh(iii )-catalyst were reported. Abstract : The construction of a novel class of indazolo[2, 1- a ]cinnolin-7-ium and diazabenzofluoranthenium salts was developed by using Rh(iii )-catalyzed C–H activation/annulation reactions with 2-phenyl-2 H -indazole, and internal alkynes, which resulted in structurally important polycyclic heteroaromatic compounds (PHAs). This reaction uses mild reaction conditions and has a high efficiency, low catalyst loading, and wide substrate scope. The overall catalytic process involves C–H activation followed by C–C/C–N bond formation. Furthermore, the synthesised cinnolinium/fluoranthenium salts exhibit potential fluorescence properties and 5i was targeted in particular for specific mitochondrial staining in order to investigate cancer cell lines.