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Chao-Jun Li
answer a
few questions about this month's fast breaking paper in
the field of Chemistry.
From
•>>February 2007
Field:
Chemistry
Article Title: Organic chemistry in water
Authors: Li,
CJ;Chen, L
Journal: CHEM SOC REV
Volume: 35
Issue: 1
Page: 68-82
Year: 2006
* McGill Univ, Dept Chem, 801 Sherbrooke St W, Montreal, PQ H3A 2K6, Canada.
* McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada.
* Tulane Univ, Dept Chem, New Orleans, LA 70118 USA.
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Why
do you think your paper is highly cited?
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“This article is a tutorial review which highlights some representative achievements on the subject and provides non-specialists, researchers, and graduate students a detailed summary of the overall concepts and principles of organic reactions in water.”
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The two primary reasons for the paper’s being highly cited
are the enormous interest worldwide in green chemistry and
sustainable development as well as the vast increase in the
number of papers on the subject of developing novel organic
reactions through the use of water as solvent.
Does
it describe a new discovery, methodology, or synthesis of
knowledge?
This article is a tutorial review which highlights some
representative achievements on the subject and provides
non-specialists, researchers, and graduate students a detailed
summary of the overall concepts and principles of organic
reactions in water.
Could
you summarize the significance of your paper in layman’ terms?
In nature, nearly all organic reactions occur in the presence
of water—or under aqueous conditions. Modern organic chemistry
has been more or less developed with the notion that organic
chemistry should take place in organic solvents unless water is
used as a reagent.
It is only recently that scientists realized that the most
abundant solvent on earth, water, is also an excellent solvent
for many chemical reactions. In many cases, such reactions are
superior to the ones in traditional organic solvents. However,
by and large, the field is still considered to be highly
specialized. This tutorial review provides an in-depth outline
of the scope and significance of the field to non-specialists.
How
did you become involved in this research, and were any problems
encountered along the way?
Great achievements have been made by many scientists in the
field. In the early 1980s, Prof. R. Breslow and others reported
on the unusual acceleration of Diels-Alder and other Pericyclic
reactions in water—D. Rideout, R. Breslow, "Hydrophobic
acceleration of Diels-Alder reactions," J. Am. Chem.
Soc., 102: 7816, 1980.
In the late 1980s, while a graduate student—with T. H. Chan
and D. N. Harpp—at McGill University, I became interested in
organic reactions in aqueous media with the goal of simplifying
the process of organic syntheses. During this time, Prof. Chan
and I pioneered the well known indium-mediated allylation
reaction in water.
After becoming a professor, my laboratory pioneered many
metal-mediated and catalyzed Grignard-type carbon-carbon bond
formation reactions in water. These reactions can fundamentally
simplify organic synthesis by avoiding many protection-deprotection
steps, in addition to replacing organic solvents.
There are other valuable contributions by many scientists
worldwide covering the entire spectrum of organic chemistry. For
example, the concept of organic reactions "on water"
by Prof.
K. Barry Sharpless of the Skaggs Institute of Chemical
Biology has gained considerable attention.
As the field is often contradictory when compared to most
things which we had previously known, there are enormous
frustrations to be found within our own research. In the end,
serendipity prevails.
Are
there any social or political implications for your research?
Chemistry and chemical manufacturing provide the most
materials needed for our modern society. However, the
state-of-the-art ways of making chemical and materials products
are highly inefficient and wasteful, both in terms of natural
resources and energy. These wasteful methods cause additional
health, environmental, and societal concerns.
New processes are urgently needed to drastically increase the
efficiency of material and chemical productions to help us
achieve a more sustainable society. Using water as solvent
rather than large amounts of organic solvents for chemical
production is one of the many related research endeavors.
Chao-Jun Li
Professor of Chemistry
Canada Research Chair (Tier I) in Green and Organic Chemistry
Department of Chemistry
McGill University
Montreal, Quebec
Canada
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ESI Special Topics,
February 2007
Citing URL - http://www.esi-topics.com/fbp/2007/february07-ChaoJunLi.html
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