• HOME
  • NEWS
  • EXPLORE
    • CAREER
      • Companies
      • Jobs
    • EVENTS
    • iGEM
      • News
      • Team
    • PHOTOS
    • VIDEO
    • WIKI
  • BLOG
  • COMMUNITY
    • FACEBOOK
    • INSTAGRAM
    • TWITTER
Thursday, September 25, 2025
BIOENGINEER.ORG
No Result
View All Result
  • Login
  • HOME
  • NEWS
  • EXPLORE
    • CAREER
      • Companies
      • Jobs
        • Lecturer
        • PhD Studentship
        • Postdoc
        • Research Assistant
    • EVENTS
    • iGEM
      • News
      • Team
    • PHOTOS
    • VIDEO
    • WIKI
  • BLOG
  • COMMUNITY
    • FACEBOOK
    • INSTAGRAM
    • TWITTER
  • HOME
  • NEWS
  • EXPLORE
    • CAREER
      • Companies
      • Jobs
        • Lecturer
        • PhD Studentship
        • Postdoc
        • Research Assistant
    • EVENTS
    • iGEM
      • News
      • Team
    • PHOTOS
    • VIDEO
    • WIKI
  • BLOG
  • COMMUNITY
    • FACEBOOK
    • INSTAGRAM
    • TWITTER
No Result
View All Result
Bioengineer.org
No Result
View All Result
Home NEWS Science News Chemistry

Toward overcoming solubility issues in organic chemistry

Bioengineer by Bioengineer
May 18, 2021
in Chemistry
Reading Time: 3 mins read
0
IMAGE
Share on FacebookShare on TwitterShare on LinkedinShare on RedditShare on Telegram

IMAGE

Credit: Tamae Seo, et al. Journal of the American Chemical Society. March 30, 2021

Scientists from Hokkaido University have developed a rapid, efficient protocol for cross-coupling reactions, vastly expanding the pool of chemicals that can be used for the synthesis of useful organic compounds.

Chemical reactions are a vital process in the synthesis of products for a diversity of purposes. For the most part, these reactions are carried out in the liquid phase, by dissolving the reactants in a solvent. However, there are a significant number of chemicals that are partially or completely insoluble, and thus have not been used for synthesis. The starting materials required for the synthesis of many cutting-edge organic materials–such as organic semiconductors and luminescent materials–are often poorly soluble, leading to problems in solution-based synthesis. Therefore, the development of a solvent-independent synthetic approach to overcome these long-standing solubility issues in organic synthesis is highly desired to synthesize new valuable organic molecules.

In recent years, synthetic techniques using ball milling have been used to carry out solvent-free reactions in the solid phase. It has been proposed that the use of ball milling would potentially overcome the aforementioned solubility issues in synthetic chemistry, but a systematic study for such purpose has never been carried out.

A team of four scientists from Hokkaido University’s Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), led by Associate Professor Koji Kubota and Professor Hajime Ito, have developed a rapid, efficient, solvent-free protocol for Suzuki?Miyaura cross-coupling reaction of insoluble aryl halides. The protocol was published in the Journal of the American Chemical Society.

Aryl halides are popular starting materials for the synthesis of organic functional molecules, primarily by the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction — for which Hokkaido University’s Professor Emeritus Akira Suzuki shared the 2010 Nobel Prize in Chemistry. Although the cross-coupling reactions have been employed for the synthesis of a wide range of valuable molecules, insoluble aryl halides are not suitable substrates because Suzuki-Miyaura cross-coupling reactions have primarily been carried out in solution.

Given this limitation, the scientists focused on the development of an efficient solid-state Suzuki-Miyaura cross-coupling of a number of extremely unreactive insoluble aryl halides. The key equipment consisted of a ball mill, for mixing the reactants; a heat gun, to increase the temperature at which the reactions took place; and the use of a catalytic system composed of palladium acetate (the catalyst), SPhos (a high-performance ligand for Suzuki?Miyaura cross-coupling reactions) and 1,5-cyclooctadiene (dispersant and stabilizer).

The capstone of this study was the application of the solvent-free solid-state reaction to mostly-insoluble aryl halides. These reactants did not yield any products in conventional solution-based reactions. The solid-state reactions using the high-temperature ball milling, however, gave the desired products. Importantly, the team discovered a new strong photoluminescence material prepared from insoluble pigment violet 23.

“The high-temperature ball-milling technique and our catalytic system are essential for these cross-coupling reactions of insoluble aryl halides, and the protocol we have developed expands the diversity of organic molecules derived from insoluble starting materials,” says Koji Kubota.

###

Media Contact
Sohail Keegan Pinto
[email protected]

Original Source

https://www.global.hokudai.ac.jp/blog/toward-overcoming-solubility-issues-in-organic-chemistry/

Related Journal Article

http://dx.doi.org/10.1021/jacs.1c00906

Tags: Chemistry/Physics/Materials Sciences
Share12Tweet8Share2ShareShareShare2

Related Posts

AI System Harnesses Diverse Scientific Data and Conducts Experiments to Uncover New Materials

AI System Harnesses Diverse Scientific Data and Conducts Experiments to Uncover New Materials

September 25, 2025
Registration and Scientific Program Now Open for Upcoming Nuclear Physics Conference

Registration and Scientific Program Now Open for Upcoming Nuclear Physics Conference

September 25, 2025

Quantum Breakthrough: Researchers Slash Learning Task Duration from 20 Million Years to Just 15 Minutes

September 25, 2025

Radical Enzyme Cascade Enables Stereoselective Unnatural Prolines

September 25, 2025
Please login to join discussion

POPULAR NEWS

  • New Study Reveals the Science Behind Exercise and Weight Loss

    New Study Reveals the Science Behind Exercise and Weight Loss

    76 shares
    Share 30 Tweet 19
  • Physicists Develop Visible Time Crystal for the First Time

    71 shares
    Share 28 Tweet 18
  • Scientists Discover and Synthesize Active Compound in Magic Mushrooms Again

    53 shares
    Share 21 Tweet 13
  • Tailored Gene-Editing Technology Emerges as a Promising Treatment for Fatal Pediatric Diseases

    51 shares
    Share 20 Tweet 13

About

We bring you the latest biotechnology news from best research centers and universities around the world. Check our website.

Follow us

Recent News

Micro-LED Technology Poised to Revolutionize Next-Generation Displays

PSU Study Reveals Transit-Oriented Developments in Portland Decrease Car Usage, Particularly in Affordable Housing Areas

Super-Resistant Bacteria Discovered in Wild Birds at Coastal Rehabilitation Center in São Paulo, Brazil

  • Contact Us

Bioengineer.org © Copyright 2023 All Rights Reserved.

Welcome Back!

Login to your account below

Forgotten Password?

Retrieve your password

Please enter your username or email address to reset your password.

Log In
No Result
View All Result
  • Homepages
    • Home Page 1
    • Home Page 2
  • News
  • National
  • Business
  • Health
  • Lifestyle
  • Science

Bioengineer.org © Copyright 2023 All Rights Reserved.