Chung Yuan Christian University/ Department of Chemistry

Laboratory for Photochemical Rearrangements and Transition-Metal Catalysis

Gary Jing Chuang
https://gjclab.weebly.com

Research Field

Chemistry

Introduction

Gary Jing Chuang is a Professor in the Department of Chemistry at Chung Yuan Christian University (CYCU), Taiwan. He received his B.A., M.A., and Ph.D. degrees in Chemistry from National Tsing Hua University, where he conducted graduate research under the supervision of Professor Chun Chen Liao.

Dr. Chuang gained extensive international research experience through academic appointments in the United States. He was a graduate researcher in the laboratory of Professor Larry E. Overman at the University of California, Irvine, and later a postdoctoral fellow with Professor Tobias Ritter at Harvard University. He also completed postdoctoral research at National Tsing Hua University under Professor Chun Chen Liao.

Dr. Chuang joined Chung Yuan Christian University in 2011 and was promoted to Associate Professor in 2015 and Full Professor in 2021. His research focuses on photoinduced rearrangement reactions, aerobic oxidation processes, bimetallic catalysis, and the synthesis of natural products, with an emphasis on reaction development and mechanistic understanding.

In recognition of his academic contributions, Dr. Chuang received the Asian Core Program (ACP) Lectureship Awardsin 2016 and 2017 and the CYCU Excellence Teaching Award in 2017. His work integrates organic synthesis, photochemistry, and metal catalysis to develop new methodologies for constructing structurally complex molecules.

The research activities in our laboratory focus on the development of novel synthetic methodologies based on photochemistry, radical processes, and catalytic reactions. We are particularly interested in light-driven skeletal rearrangements and functional group remodeling as powerful strategies for constructing molecular architectures that are difficult to access using conventional thermal methods.

A central platform in our laboratory is the chemistry of masked o-benzoquinones (MOBs) and their cycloaddition-derived bicyclic frameworks. By combining photochemical rearrangements, cycloadditions, oxidative transformations, and catalytic bond-forming reactions, we aim to establish general principles for controlled skeletal reorganization and reactivity modulation. Our work integrates mechanistic insight with synthetic design, enabling the discovery of new reactions and efficient routes to structurally complex molecules relevant to organic synthesis, natural product chemistry, and functional molecule development.


Research Topics

1. Photochemical Rearrangements and Skeletal Remodeling

We investigate the photochemical behavior of MOB-derived bicyclic systems, particularly bicyclo[2.2.2]octenones and related heterobicyclic frameworks. Through systematic studies of photoinduced rearrangements, decarbonylative migrations, and di-π-methane-type processes, we develop strategies for light-driven skeletal remodeling, enabling rapid access to topologically distinct polycyclic architectures. These studies emphasize both mechanistic understanding of excited-state pathways and their synthetic applications.

2. Photochemical Cycloaddition–Rearrangement Cascades

Our laboratory explores tandem photochemical processes that combine intramolecular cycloadditions with subsequent strain-release-driven rearrangements. Representative examples include [2+2] photocycloadditions followed by acid-promoted ring expansion, which provide concise access to fused polycarbonyl frameworks. This research highlights the utility of photochemical cascades as efficient tools for constructing complex molecular scaffolds from simple precursors.

3. Functional Group Remodeling via Oxidative and Fragmentation Processes

Beyond skeletal rearrangement, we study selective functional group cleavage and remodeling of MOB-derived bicyclic systems. By employing ketoxime fragmentation, Beckmann-type reactions, Schmidt reactions, and hypervalent iodine-mediated oxidation, we have developed methods for oxidative scission of α-dimethoxycarbonyl motifs, transforming bicyclic scaffolds into highly functionalized cyclohexene and hydrindane frameworks. These transformations expand the synthetic versatility of MOB chemistry.

4. Catalytic and Metal-Free Reaction Development

In parallel, we develop new catalytic and metal-free transformations that complement our photochemical studies. These include cyclopropanation of MOBs via Corey–Chaykovsky reactions, enabling modular access to bicyclo[4.1.0] frameworks and downstream synthesis of tropolones, as well as metal-free denitrogenative cyclization of benzothiatriazines to construct seven-membered biaryl sultams through radical intermediates. This research reflects our interest in reaction design that emphasizes efficiency, selectivity, and sustainability.


Honor

In recognition of his academic contributions, Dr. Chuang received the Asian Core Program (ACP) Lectureship Awardsin 2016 and 2017 and the CYCU Excellence Teaching Award in 2017. 


Educational Background

2007 Ph.D., Dept of Chemistry, National Tsing Hua University

2009-2011 Postdoc., Dept. of Chemistry and Chemical Biology, Harvard University

2011-2015 Assistant Professor, Dept of Chemistry, Chung Yuan Christian University

2015-2019 Associate Professor, Dept of Chemistry, Chung Yuan Christian University

2019-current Professor, Dept of Chemistry, Chung Yuan Christian University


Job Description

During the internship, the student will gain practical experience in organic synthesis, including reaction setup, chromatographic purification, and basic spectroscopic analysis (e.g., NMR, IR, MS). The intern will also be introduced to contemporary research topics in organic methodology and will develop problem-solving skills through guided experimental work and scientific discussions within the group. This position provides an excellent opportunity for students considering graduate study in chemistry.

Preferred Intern Educational Level

Undergraduate or Master’s student in Chemistry or related field

Skill sets or Qualities

Completed coursework in Organic Chemistry (lecture and laboratory preferred)

Basic knowledge of organic reaction mechanisms and laboratory techniques

Ability to work safely and responsibly in a chemical laboratory

Strong motivation to learn and conduct experimental research

Good communication skills in English (basic scientific English)

Ability to work both independently and as part of a research team