Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts
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Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts (28 views)

Hovhannisyan AM, Tovmasyan AS, Mkrtchyan AF, Ghazaryan KR, Minasyan EV, Dallakyan OL, Chobanyan MS, Zakaryan H, Roviello GN, Saghyan AS

Molecular Catalysis, 2024 Oct; 569: 114618-114618.

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Paper type: Research Journal Article

Impact factor: 3.9, 5-year impact factor: 0

Url: https://www.sciencedirect.com/science/article/pii/S2468823124008009#cebibl1

Keywords: Mono-Binuclear Salen Complexdft, Cα-Alkylation Reactionasymmetric Catalysis

Affiliations:
*** IBB - CNR ***

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    • Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts

    In this study, we present a series of Zn(II) mono- and Cu(II) binuclear salen complexes synthesized and assessed for their effectiveness in the Cα-alkylation reaction. Through systematic experimentation, it was observed that the introduction of a methoxy group at position 3 of the phenyl group in the salicylidene ligand led to a notable enhancement in asymmetric yield, while an allyl group reduced yield. Computational DFT calculations supported the involvement of the binuclear complex in the transition state of the reaction, elucidating the underlying mechanisms governing the observed catalytic behavior. A newly synthesized binuclear complex exhibited significantly higher catalytic activity compared to its mononuclear counterpart which could potentially be explained by increased intramolecular rigidity. This comprehensive investigation not only advances our understanding of structure-activity relationships in chiral salen complexes but also provides valuable insights for the rational design and optimization of catalysts for the asymmetric Cα-alkylation reaction.
    Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts

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    Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts

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    Last modified by Giovanni Nicola Roviello on Tuesday 22 October 2024, 22:44:24
    28 views. Last view on Sunday 01 December 2024, 4:43:52