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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429611Generated: October 26, 2026

Styrene → trans-Stilbene

https://huagongshe.com/reaction/429611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantSodium AcetateHCID 517045—
CatalystTetraphenylphosphonium ChlorideHCID 164911—
SolventDimethylformamideHCID 6228—
Product1,1-DiphenylethyleneHCID 1074014.5%
Producttrans-StilbeneHCID 63808885%
Productcis-StilbeneHCID 53567850.5%

Reaction Steps

A reaction is performed as described in Example 1, except that 3.9 mg (0.015 mmol) of (CH3CN)2PdCl2, 34.9 mg (0.09 mmol) of Ph4PCl, 520.9 mg (6.35 mmol) of anhydrous sodium acetate, 499.6 mg (3.118 mmol) of Br-benzene and 489.3 mg (4.7 mmol) of styrene are reacted in 1.5 ml of DMF. Stirring is performed at 130° C. for 5 hours. According to the processing described in Example 1, a 74.8% yield of Heck products (85.0% trans-stilbene, 0.5% cis-stilbene, and 14.5% 1,1-diphenylethene) is obtained with 74.6% conversion of Br-benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316675B1
Source datasetuspto-grants-2001_11
ORD IDord-1d4146d68dbd45f885d469d03ee4ecc5
Source noteuspto-grants-2001_11