A desulfonylation process as easy route for synthesis of 1,4-dinitro-1,3-dienes: Mechanistic study

GRAPHICAL ABSTRACT

Abstract

DFT calculations at different levels indicate a one-step nonpolar mechanism of the thermal decomposition of isomeric 2,5-dinitro-3,4-dimethyl-thiolene 1,1-dioxides. Formally, this process can be equivalent to retro [4+1]-cycloaddition reaction.

Keywords:

• Desulfonylation
• nitrodienes
• mechanism
• DFT calculations

Funding

The generous allocation of computing time by the regional computer center “Cyfronet” in Cracow (Grant No. MNiSW/Zeus_lokalnie/PK/009/2013) and financial support from the Polish State Committee (Grant No. C-2/33/2014/DS) are gratefully acknowledged.