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Chloro(triphenylphosphine)gold(I)

Catalog Number
ACM14243642-2
Product Name
Chloro(triphenylphosphine)gold(I)
CAS
14243-64-2
  • Product Overview
  • Usage
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
40
Monoisotopic Mass
494.02656
Rotatable Bond Count
3
Topological Polar Surface Area
0 Ų
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.
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