Valorization of CO 2  into  N ‐alkyl Oxazolidin‐2‐ones Promoted by Metal‐Free Porphyrin/TBACl System: Experimental and Computational Studies | Zendy

Damiano Caterina | Zendy; Sonzini Paolo | Zendy; Manca Gabriele | Zendy; Gallo Emma | Zendy

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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.

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