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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639949Generated: October 25, 2026

tert-Butylphosphine → 4-(4'-Vinyl-biphenyl-2-yl)pyridine

https://huagongshe.com/reaction/1639949

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButylphosphineHCID 123165—
Reactant4-Vinylphenylboronic acidHCID 2734393—
Reactant4-(2-Chloro-phenyl)pyridineHCID 13546444—
ReactantHCID 178506427HCID 178506427—
CatalystTris(dibenzylideneacetone) palladiumHCID 44556509—
Solvent1,4-DioxaneHCID 31275—
Product4-(4'-Vinyl-biphenyl-2-yl)pyridineHCID 6672251842%

Reaction Conditions

Temperature80 °C

Reaction Steps

This Example was carried out in the same manner as Example 10, except that 23.42 g (0.158 mol) of 4-vinyl-phenyl boronic acid, 20.0 g (0.1055 mol) of 4-(2-chloro-phenyl)pyridine, 500□ of 1,4-dioxane, 27.54 g (0.474 mol, 3.3 equivalent) of fluoro-potassium, 1.69 g (0.0084 mol, 5.3 mol %) of t-butylphosphine [P( t-Bu)3)], and 2.6 g (0.0028 mol, 1.8 mol %) of palladium tris(dibenzylidene acetone) [Pd2(dba)3] were used. Finally, after the resulting solution was heated to reflux at 80° C. for 24 hours, the 4-(4′-vinyl-biphenyl-2-yl)pyridine was isolated. The yield was 42%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110642B2
Source datasetuspto-grants-2012_02
ORD IDord-373c6b94609447a1a14a4f14957a1986
Source noteuspto-grants-2012_02