Related Experiment Video
Updated: Jul 14, 2025

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Ring Expansion Alkyne Metathesis Polymerization
Andrew M Beauchamp1, Jhonti Chakraborty1, Ion Ghiviriga2
1Department of Chemistry, Center for Catalysis, University of Florida, Gainesville, Florida 32611, United States.
Abstract:
The synthesis, characterization, and preliminary activity of an unprecedented tethered alkylidyne tungsten complex for ring expansion alkyne metathesis polymerization (REAMP) are reported. The tethered alkylidyne 7 is generated rapidly by combining alkylidyne W(CBu)(CH2Bu)(O-2,6-i-Pr2C6H3)2 (6) with 1 equiv of an yne-ol proligand (5). Characterized by NMR studies and nuclear Overhauser effect spectroscopy, complex 7 is a dimer. Each metal center contains a tungsten-carbon triple bond tethered to the metal center via an alkoxide ligand. The polymerization of the strained cycloalkyne 3,8-didodecyloxy-5,6-dihydro-11,12-didehydrodibenzo[a,e]-[8]annulene, 8, to generate cyclic polymers was demonstrated. Size exclusion chromatography (SEC) and intrinsic viscosity (η) measurements confirm the polymer's cyclic topology.
Related Concept Videos
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Free-Radical Chain Reaction and Polymerization of Alkenes
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Radical Chain-Growth Polymerization: Mechanism

