Lewis superacids

E1029285

Lewis superacids are exceptionally strong Lewis acids capable of accepting electron pairs more readily than conventional Lewis acids, often used to activate very weak bases and promote challenging chemical transformations.

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All labels observed (2)

Statements (57)

Predicate Object
instanceOf Lewis acids
class of chemical compounds
comparedTo conventional Lewis acids
example Al(C6F5)3
Al(OC(CF3)3)3
B(C6F5)3 NERFINISHED
Ga(C6F5)3
SbF5 in appropriate media
carborane‑stabilized cations such as [H(CB11Cl11)]
mixed metal–halide systems such as HF–SbF5 superacidic mixtures
silylium ion salts such as [R3Si]+ stabilized by weakly coordinating anions
fieldOfStudy catalysis
inorganic chemistry
organometallic chemistry
physical organic chemistry
hasCharacteristic can accept electron pairs more readily than conventional Lewis acids
can activate very weak Lewis bases
can promote challenging chemical transformations
exceptionally strong electron‑pair acceptors
often contain strongly electron‑withdrawing substituents
often exhibit very high fluoride ion affinity
often exhibit very high hydride ion affinity
often exhibit very high oxide ion affinity
often form strong adducts with Lewis bases
often have highly electron‑deficient central atoms
often highly oxophilic or fluorophilic
often lack available protons and are not Brønsted acids
often moisture sensitive
often require non‑nucleophilic solvents
often require rigorously anhydrous conditions
often thermally sensitive
hasDefinition Lewis acids that are significantly stronger than conventional Lewis acids in accepting electron pairs
hasProperty stronger electron‑pair acceptors than AlCl3
stronger electron‑pair acceptors than BF3
stronger electron‑pair acceptors than SbCl5
measuredBy Gutmann acceptor number in some cases
fluoride ion affinity
hydride ion affinity
oxide ion affinity
relatedConcept Brønsted superacids NERFINISHED
Frustrated Lewis pairs NERFINISHED
weakly coordinating anions
safetyConsideration can cause violent reactions with water or nucleophiles
often highly corrosive
often require inert‑atmosphere handling
subclassOf superacids
usedFor C–H bond activation
Friedel–Crafts reactions under mild conditions
Fries rearrangements NERFINISHED
activation of inert gases or small molecules in specialized systems
activation of strong covalent bonds
carbocation generation and stabilization
catalysis of difficult electrophilic reactions
fluoride abstraction
hydride abstraction
isomerization reactions
polymerization reactions

Referenced by (2)

Full triples — surface form annotated when it differs from this entity's canonical label.

“Superacids” focusesOn Lewis superacids
subject surface form: Superacids
Alain Goeppert notableFor Lewis superacids
this entity surface form: collaborative research with George A. Olah