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Valorization of CO 2 into N ‐alkyl Oxazolidin‐2‐ones Promoted by Metal‐Free Porphyrin/TBACl System: Experimental and Computational Studies
Author(s) -
Damiano Caterina,
Sonzini Paolo,
Manca Gabriele,
Gallo Emma
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100365
Subject(s) - chemistry , alkyl , adduct , cycloaddition , catalysis , porphyrin , metal , organic chemistry , medicinal chemistry , combinatorial chemistry
The cycloaddition of CO 2 to N ‐alkyl aziridines was efficiently promoted by the convenient TPPH 2 /TBACl binary catalytic system. The metal‐free procedure was effective for the synthesis of differently substituted N ‐alkyl oxazolidin‐2‐ones in yields up to 100 % and excellent regioselectivities (up to 99 %). The mechanism of the reaction was proposed based on a DFT study which indicated the formation of an adduct between TPPH 2 and TBACl as the effective catalytic active species.