Related Experiment Video
Updated: Feb 20, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
Group 6 Dihapto-Coordinate Dearomatization Agents for Organic Synthesis
Benjamin K Liebov1, W Dean Harman1
1Department of Chemistry, University of Virginia , Charlottesville, Virginia 22904, United States.
This review explores organic reactions of aromatic ligands coordinated to tungsten or molybdenum, focusing on C-C bond formation for novel organic synthesis. It highlights reactivity patterns and stereochemical outcomes for various aromatic substrates.
Area of Science:
- Organometallic Chemistry
- Organic Synthesis
Background:
- Aromatic ligands coordinated to transition metals offer unique reactivity for organic synthesis.
- Tungsten and molybdenum complexes have shown promise in activating aromatic systems.
Purpose of the Study:
- To review and analyze the organic reactions of aromatic ligands coordinated to tungsten or molybdenum from 2005-2017.
- To emphasize the utility of these reactions in synthesizing novel organic compounds.
Main Methods:
- Literature review of publications from 2005 to 2017.
- Analysis of C-C bond-forming reactions involving various organic building blocks.
- Examination of activated substrates including arenes, pyridines, pyrroles, and others.
Main Results:
- Elucidation of general reactivity patterns for η²-coordinated aromatic ligands.
- Identification of stereochemical preferences in these reactions.
- Comparison of reactivity with osmium, rhenium, and η⁶-arene complexes.
Conclusions:
- Tungsten and molybdenum complexes facilitate diverse C-C bond-forming reactions with various aromatic substrates.
- Understanding reactivity patterns and stereochemistry is key to their synthetic application.
- These metal-mediated reactions offer an alternative to other dearomatization strategies.
Related Concept Videos
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Diazonium Group Substitution: –OH and –H
ortho–para-Directing Deactivators: Halogens
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
Directing Effect of Substituents: ortho–para-Directing Groups

