4.5 Letter

Mechanochemical in situ generated gas reactant for the solvent-free hydrogenation of porphyrins

Journal

GREEN CHEMISTRY LETTERS AND REVIEWS
Volume 14, Issue 2, Pages 338-343

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/17518253.2021.1921283

Keywords

Mechanochemistry; porphyrin; chlorin; hydrazine hydrate; reduction

Funding

  1. Portuguese Agency for Scientific Research, 'Fundacao para a Ciencia e a Tecnologia' (FCT) [UIDB/00313/2020, UIDP/00313/2020]
  2. Fundação para a Ciência e a Tecnologia [UIDP/00313/2020] Funding Source: FCT

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The synthesis of chlorins by hydrogenation of porphyrins using diimide under mechanical activation was successful under ball milling, absence of solvent and the use of hydrazine hydrate. This method allowed for high conversion, selectivity, and nearly ideal sustainability scores.
The synthesis of chlorins was performed by hydrogenation of porphyrins using diimide generated and consumed under mechanical activation. The reaction conditions achievable under ball milling, absence of solvent and use of hydrazine hydrate as diimide source, allowed the hydrogenation of porphyrins with high conversion, high selectivity, and nearly ideal sustainability scores (atom economy of 97% and E-factor of 0.96). [GRAPHICS] .

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