CAS 14243-64-2 Chloro(triphenylphosphine)gold(I)

Synonyms

Triphenylphosphinechlorogold

Molecular Weight

494.7

Molecular Formula

C18H15AuClP

Canonical SMILES

C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.Cl[Au]

InChI

InChI=1S/C18H15P.Au.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H/q;+1;/p-1

InChI Key

IFPWCRBNZXUWGC-UHFFFAOYSA-M

Melting Point

248-249 °C

Purity

98%

Appearance

Powder

Color Form

powder

Empirical Formula

[(PPh3)AuCl]

Exact Mass

494.02656

Metal Content

Monoisotopic Mass

494.02656

Rotatable Bond Count

Topological Polar Surface Area

0 Å²

Application

Chloro(triphenylphosphine)gold(I) serves as a versatile reagent in gold chemistry, primarily due to its ability to catalyze various rearrangement reactions in organic synthesis. It is instrumental in the preparation of 1-methylthyminato-N3-triphenylphosphinegold(I) through its reaction with 1-methylthymine and functions as a precursor for the synthesis of both gold(I) and gold(III) organometallic compounds. This compound efficiently catalyzes the cyclization of O-propargyl carbamates into alkylideneoxazolidinones using a 5-exo-digonal pathway at ambient temperature. Additionally, it facilitates the cycloisomerization of enynes with cyclic olefins, converting them into complex, highly-fused polycyclic dienes, also at room temperature.

March 19, 2025

Highly Effective Reagent in Gold Chemistry

Chloro(triphenylphosphine)gold(I) excelled in our lab experiments. It catalyzed rearrangement reactions flawlessly, enhancing our synthesis of organometallic compounds. A reliable choice for cycloisomerization processes in our research.