2023
DOI: 10.1021/jacs.3c01508
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Controlling Catalyst Behavior in Lewis Acid-Catalyzed Carbonyl-Olefin Metathesis

Sophi R. Todtz,
Cory W. Schneider,
Tanmay Malakar
et al.

Abstract: Lewis acid-catalyzed carbonyl-olefin metathesis has introduced a new means for revealing the behavior of Lewis acids. In particular, this reaction has led to the observation of new solution behaviors for FeCl3 that may qualitatively change how we think of Lewis acid activation. For example, catalytic metathesis reactions operate in the presence of superstoichiometric amounts of carbonyl, resulting in the formation of highly ligated (octahedral) iron geometries. These structures display reduced activity, decrea… Show more

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Cited by 3 publications
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“…Metathesis reactions are widely applied to synthesize complex molecules, pharmaceuticals, and natural products. 1–7 Particularly, ring-closing metathesis (RCM) reactions of multiple bonds, such as olefin-olefin metathesis 2,8–11 and carbonyl-olefin metathesis 5,12–16 have become powerful techniques for the preparation of various unsaturated rings in organic synthesis (Scheme 1a and b). In contrast, the RCM reactions of the C–X bond especially involving the C–O bond are rarely reported and still challenging owing to the low reactivity of single bonds.…”
Section: Introductionmentioning
confidence: 99%
“…Metathesis reactions are widely applied to synthesize complex molecules, pharmaceuticals, and natural products. 1–7 Particularly, ring-closing metathesis (RCM) reactions of multiple bonds, such as olefin-olefin metathesis 2,8–11 and carbonyl-olefin metathesis 5,12–16 have become powerful techniques for the preparation of various unsaturated rings in organic synthesis (Scheme 1a and b). In contrast, the RCM reactions of the C–X bond especially involving the C–O bond are rarely reported and still challenging owing to the low reactivity of single bonds.…”
Section: Introductionmentioning
confidence: 99%