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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429608Generated: October 24, 2026

Styrene → trans-Stilbene

https://huagongshe.com/en/reaction/429608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantChlorobenzeneHCID 7964—
ReactantSodium AcetateHCID 517045—
CatalystTetraphenylphosphonium ChlorideHCID 164911—
SolventDimethylformamideHCID 6228—
Product1,1-DiphenylethyleneHCID 1074014.4%
Producttrans-StilbeneHCID 63808884.9%
Productcis-StilbeneHCID 53567850.7%

Reaction Steps

A reaction is performed as described in Example 1, except that 10.3 mg (0.04 mmol) of (CH3CN)2PdCl2, 59.7 mg (0.16 mmol) of Ph4PCl, 157.6 mg (1.92 mmol) of anhydrous sodium acetate, 107.1 mg (0.95 mmol) of chlorobenzene and 136.2 mg (1.31 mmol) of styrene in 1 ml of DMF are reacted. Stirring is performed at 150° C. for 8 hours. With 95.6% conversion of Cl-benzene, a 70.4% yield of Heck products (84.9% trans-stilbene, 0.7% cis-stilbene, and 14.4% 1,1-diphenylethene) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316675B1
Source datasetuspto-grants-2001_11
ORD IDord-a2489af76f8f455489a19371317c7868
Source noteuspto-grants-2001_11