Recent advances in the chemistry of 2-metallanaphthalenes: 2-telluranaphthalene, 2-stibanaphthalene, 2-stannanaphthalene, 2-germanaphthalene and their analogues

• Published in: Journal of organometallic chemistry 2024-12, Vol.1022, p.123407, Article 123407
• Main Authors: Thabet, Hamdy K., Helal, Mohamed H., Gouda, Moustafa A.
• Format: Article
• Language: English
• Subjects: 2-germanaphthalene; 2-stannanaphthalene; 2-stibanaphthalene; 2-telluranaphthalene; Reactivity
• ISSN: 0022-328X
• DOI: 10.1016/j.jorganchem.2024.123407

•Chemistry of benzo[c]telluropyran (2-telluranaphthalene).•Chemistry of benzo[c]stibinine (2-stibanaphthalene).•Chemistry of benzo[c]stannine (2-stannanaphthalene).•Chemistry of benzo[c] germine (2-germanaphthalene).•Application of 2-metallanaphthalenes. The fusion of benzene with the c edge of 4H-telluropyran, 4H-stanine, 4H-stibinine or 4H-germine 2d motifs in hybrid configurations forms four distinct structures: condensed 2-telluranaphthalene, 2-stibanaphthalene, 2-stannanaphthalene and 2-germanaphthalene (2-metallanaphthalenes). 2-Metallanaphthalene (Metal= Te, Sb, Sn and Ge) is characterized by the presence of a Te, Sb, Sn and Ge atom in the second position instead of the first of 2-metallanaphthalene. To our knowledge, no reports have been published specifically on this scaffold, which has primarily been used as a building block. The synthesis of 2-telluranaphthalene, 2-stibanaphthalene, 2-stannanaphthalene or 2-germanaphthalene and their analogues can be achieved through various chemical pathways, including the Sonogashira coupling reactions, nucleophilic addition, organometallic reactions, metal substitution, and other methods. This review aims to offer a meticulous and all-encompassing analysis of the synthesis techniques and chemical reactivity of 1H-benzo[c]telluropyran, 1H-benzo[c]stannine, 1H-benzo[c]stibinine, and 1H-benzo[c]germine. [Display omitted]