Suzuki coupling

E351603

carbon–carbon bond-forming reaction cross-coupling reaction organic reaction palladium-catalyzed reaction

Suzuki coupling is a widely used palladium-catalyzed cross-coupling reaction that forms carbon–carbon bonds between organoboron compounds and organic halides, fundamental in organic synthesis and pharmaceutical chemistry.

Try in SPARQL Jump to: Surface forms Statements Referenced by

All labels observed (4)

Label	Occurrences
Suzuki coupling canonical	2
Suzuki–Miyaura coupling	2
Suzuki–Miyaura cross-coupling reaction	2
Stille coupling	1

Statements (57)

Predicate	Object
instanceOf	carbon–carbon bond-forming reaction ⓘ cross-coupling reaction ⓘ organic reaction ⓘ palladium-catalyzed reaction ⓘ
advantage	compatibility with aqueous media ⓘ mild reaction conditions ⓘ tolerance of many functional groups ⓘ use of relatively nontoxic organoboron reagents ⓘ
applicationArea	materials science ⓘ natural product synthesis ⓘ organic synthesis ⓘ pharmaceutical chemistry ⓘ
catalyst	palladium ⓘ
developedBy	Akira Suzuki NERFINISHED ⓘ Norio Miyaura NERFINISHED ⓘ
firstReportedIn	1979 ⓘ
formsBondBetween	aryl and aryl groups ⓘ aryl and vinyl groups ⓘ sp2 carbon centers ⓘ vinyl and vinyl groups ⓘ
formsBondType	C–C bond ⓘ
hasAlternativeName	Suzuki coupling ⓘ surface form: Suzuki–Miyaura coupling
mechanisticStep	oxidative addition ⓘ reductive elimination ⓘ transmetalation ⓘ
namedAfter	Akira Suzuki NERFINISHED ⓘ Norio Miyaura NERFINISHED ⓘ
NobelLaureateAssociated	Akira Suzuki NERFINISHED ⓘ
recognizedBy	Nobel Prize in Chemistry 2010 ⓘ
relatedReaction	Heck reaction ⓘ Kumada coupling ⓘ Negishi coupling ⓘ Sonogashira coupling ⓘ Suzuki coupling self-linksurface differs ⓘ surface form: Stille coupling
requires	base ⓘ
typicalBase	carbonate base ⓘ hydroxide base ⓘ organic amine base ⓘ phosphate base ⓘ
typicalCatalyst	Pd(0) complex ⓘ Pd(II) complex ⓘ
typicalSolvent	mixture of water and organic solvent ⓘ polar aprotic solvent ⓘ
usesReagent	alkenyl halide ⓘ alkenylboronic acid ⓘ alkyl halide ⓘ alkylboronic acid ⓘ aryl halide ⓘ arylboronic acid ⓘ organic halide ⓘ organoboron compound ⓘ organoboronic acid ⓘ organoboronic ester ⓘ pseudohalide ⓘ triflate ⓘ vinyl halide ⓘ vinylboronic acid ⓘ

How these facts were elicited

The pipeline generated the facts above by prompting gpt-5.1 with this entity's name + description and the instruction below.

Instruction

You are a knowledge base construction expert. Given a subject entity and a description of it, return factual statements that you know for the subject as a JSON list of dictionaries(triples), where keys must be "subject", "predicate" and "object". The number of facts may be very high, between 25 to 50 or more, for very popular subjects. For less popular subjects, the number of facts can be very low, like 5 or 10.

# Requirements
- If you don't know the subject at all, return an empty list.
- If the subject is not a named entity, return an empty list.
- Include at least one triple where predicate is "instanceOf".
- Do not get too wordy.
- Separate several objects into multiple triples with one object.

Input

Subject: Suzuki coupling
Description of subject: Suzuki coupling is a widely used palladium-catalyzed cross-coupling reaction that forms carbon–carbon bonds between organoboron compounds and organic halides, fundamental in organic synthesis and pharmaceutical chemistry.

Referenced by (7)

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

Akira Suzuki → knownFor → Suzuki coupling ⓘ

this entity surface form: Suzuki–Miyaura cross-coupling reaction

Akira Suzuki → coDeveloperOf → Suzuki coupling ⓘ

this entity surface form: Suzuki–Miyaura cross-coupling reaction

Suzuki coupling → hasAlternativeName → Suzuki coupling ⓘ

this entity surface form: Suzuki–Miyaura coupling

Suzuki coupling → relatedReaction → Suzuki coupling self-linksurface differs ⓘ

this entity surface form: Stille coupling

Buchwald–Hartwig amination → relatedTo → Suzuki coupling ⓘ

this entity surface form: Suzuki–Miyaura coupling