Litcius/Paper detail

The Last Fortress of Tin's Tyranny – Protodenitration of Nitroalkanes

Dominika Valachová, Michaela Marčeková, Oľga Caletková, Andrej Kolarovič, Pavol Jakubec

2023European Journal of Organic Chemistry12 citationsDOI

Abstract

Abstract Protodenitration, a direct reduction of nitroalkanes to corresponding alkanes, already spans two centuries and is enabled by various reagents. This mini‐review provides a historical development of the fundamental transformation and highlights the governing position of the Ono‐Tanner reaction employing tributyltin hydride. Due to the unchallenged dominance of the toxic tributyltin hydride and environmentally unpopular solvents sharply contrasting with modern ecological trends, the current situation was dubbed “the last fortress of tin's tyranny.”

Topics & Concepts

Tributyltin hydrideChemistryTributyltinHydrideReagentTinFortress (chess)Dominance (genetics)Combinatorial chemistryOrganic chemistryHydrogenPhilosophyTheologyBiochemistryGeneChemical Synthesis and ReactionsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques