Related Experiment Video
Updated: Jun 3, 2025

Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
Published on: August 19, 2012
Direct Click Bonding of Dissimilar Solid Materials Based on the Catalyst-Free Huisgen 1,3-Dipolar Cycloaddition
Yusuke Kanki1, Koki Miyahara1, Shota Yamamoto1
1Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, 1-1 Rokkodai, Nada-ku, Kobe, 657-8501, Japan.
Abstract:
Here, "direct click bonding" of solid materials is proposed, which is the direct bonding of solid surfaces via the formation of covalent bonds without any adhesive. The present study shows that the Cu-free Huisgen 1,3-dipolar cycloaddition reaction proceeds between solid surfaces displaying cyclooctyne and azide groups, and it achieved the strong bonding of dissimilar solid materials as a macroscopic reaction. The bonding strength obtained is sufficiently high for practical use, and the strength can be controlled by the surface density of the cyclooctyne groups. The click bonding reaction proceeds at ambient temperature in water, an organic solvent, air, and vacuum without a catalyst or a byproduct. The bonding strength is kept more than 2 years. The click bonding works for different types of substrate materials as long as alkyne and azide groups are displayed on their surfaces. The X-ray photoelectron spectroscopy (XPS) measurements provide an evidence that the Cu-free Huisgen 1,3-dipolar cycloaddition reaction proceeds between the solid surfaces through the click bonding.
Related Concept Videos
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Cycloaddition Reactions: MO Requirements for Thermal Activation
Cycloaddition Reactions: Overview
Catalysis
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)