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2-(3-Fluorophenyl)naphthalene → 2-(2-Fluoro-4-naphthalen-2-ylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490652
Notes
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Reaction equation

HRID 1490652 reaction equation
Fc1cccc(-c2ccc3ccccc3c2)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2ccc(-c3ccc4ccccc4c3)cc2F)OC1(C)C
ParticipantsConditionsSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 542381022-(3-Fluorophenyl)naphthalene

Product 1

HCID 1783260232-(2-Fluoro-4-naphthalen-2-ylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneYield 12%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Sources & evidence

ORD record
ord-ef472c0152994676ba6776cc8ca98c18
Source dataset
Borylation dataset from Roche
DOI
10.1021/jacs.6b13346

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes