Shih-Ching Chuang
Professor,Organic Chemistry
Name Shih-Ching Chuang
Email jscchuang@gmail.com
Office Tel No. 886-3-5731858
website https://sites.google.com/site/thechuanggroup/home
Conjugate alpha-addition reaction、Transition-metal-catalyzed C-H bond activation、Organic photovoltaics、Fullerene C60/C70 chemistry
Year Paper Title
2019 Raju, S.; Hsiao, H.-C.; Thirupathi, S.; Chen, P.-L.; Chuang, S.-C.* "Palladium-Catalyzed Benzofulvenation of o-Arylanilines through C–H Bond Activation by Using Two Diarylacetylenes as an Implicit Benzofulvene" Adv. Synth. Catal. 2019, 361, 683-689., (SCI)
2019 Hsieh, C.-M.; Liao, Y.-S.; Lin, Y.-R.; Chen, C.-P.; Tsai, C.-M.; Diau, E. W.-G.; Chuang, S.-C.* “Low-Temperature, Simple and Efficient Preparation of Perovskite Solar Cells Using Lewis Bases Urea and Thiourea as Additives: Stimulating Large Grain Growth and Providing a PCE up to 18.8%” RSC Adv. 2018, 8, 19610-19615., (SCI)
2019 Annamalai, P.; Hsu, K.-C.; Raju, S.; Hsiao, H.-C.; Chou, C.-W.; Lin, G.-Y.; Hsieh, C.-M.; Chen, P.-L.; Liu, Y.-H.; Chuang, S.-C.* “Palladium (II)-catalyzed mono- and bis-alkenylation of N-acetyl-2-aminobiaryls through regioselective C–H bond activation” J. Org. Chem. 2018, 83, 3840-3856., (SCI)
2019 Annamalai, P.; Hsiao, H.-C.; Raju, S.; Fu, Y.-H.; Chen, P.-L.; Horng, J.-C.; Liu, Y.-H.; Chuang, S.-C.* “Synthesis, Isolation, and Characterization of Mono- and Bis-Norbornene Annulated Biarylamines Through Pseudo-Catellani Intermediates” Org. Lett. 2019, 21, 1182-1186., (SCI)
2018 (SCI)
2018 (SCI)
2017 Raju, S.; Annamalai, P.; Chan, F.-W. Tseng, P.-Y.; Chen, P.-Y.; Kuo, T.-S.; Chuang, S.-C. "Palladium-Catalyzed Regio- and Stereoselective Hydrosulfonation of Propiolate Esters" Synthesis 2017, 49, 5007-5016., (SCI)
2017 Raju, S.; Annamalai, P.; Chen, P.-L.; Liu, Y.-H.; Chuang, S.-C.* "Iptycenes with an acridinone motif developed through [4+2]cycloaddition of tethered naphthalene and iminoquinone via a radical reaction" Chem. Commun., 2017, 53, 6247-6250., (SCI)
2017 Raju, S.; Annamalai, P.; Chen, P.-L.; Liu, Y.-H.; Chuang, S.-C.* "Palladium-Catalyzed C–H Bond Activation by Using Iminoquinone as a Directing Group and an Internal Oxidant or a Co-oxidant: Production of Dihydrophenanthridines, Phenanthridines, and Carbazoles" Org. Lett. 2017, 19, 4134-4137., (SCI)
2017 Upadhyay, N. S.; Thorat, V. H.; Sato, R.; Annamalai, P.; Chuang, S.-C.*; Cheng, C.-H.* "Synthesis of Isoquinolone via Rh-catalyzed C-H Activation of Substituted Benzamides as Air as the Sole Oxidant in Water" Green Chemistry, 2017, 19, 3219-3224., (SCI)
2016 Wu, A.-J.; Tseng, P,-Y.; Hsu, W.-H.; Chuang, S.-C.* "Tricyclohexylphosphine-catalyzed Cycloaddition of Enynoates with [60]Fullerene and the Application of Cyclopentenofullerenes as n-Type Materials in Organic Photovoltaics" Org. Lett. 2016,18, 224–227., (SCI)
2016 Chuang, S.-C.*; Sung, S.-P.; Deng, J.-C.; Chiou, M.-F.; Hsu, D.-S. "Multicomponent reactions of phosphines, enynedioates and benzylidene malononitriles generated highly substituted cyclopentenes through an unexpected phosphine a-addition-d-evolvement of an anion pathway" Org. Biomol. Chem. 2016, 12, 2306–2317.
2016 Annamalai, P.; Chen, W.-Y.; Raju, S.; Hsu, K.-C.; Upadhyay, N. S.; Cheng, C.-H.*; Chuang, S.-C.* " Palladium-Catalyzed Selective Aryl Ring C–H Activation of N-Acyl 2-Aminobiaryls: Efficient Access of Multiaryl Substituted Naphthalenes" Adv. Synth. Catal. 2016, 358, 3642–3648., (SCI)
2015 Tai, H.-C.; Chavan, A. S.; Chuang, S.-C.* "Nucleophilic Conjugate 1,5-Addition of (E)-Hex-2-en-4-ynedioates towards Gilman Reagents: An Access toward b(g')-Substituted Muconates" Synthesis 2015, 47, 2223–2232., (SCI)
2015 (SCI)
2015 (SCI)
2015 Chen, C.-P.*; Huang, C.-Y.; Chuang, S.-C.* "Highly Thermal Stable and Efficient Organic Photovoltaic Cells with Crosslinked Networks Appending Open-Cage Fullerenes as Additives" Adv. Funct. Mater., 2015, 15, 207–213 (Selected as a Frontispiece)., (SCI)
2014 Deng, J.-C.; Kuo, C.-W.; Chuang, S.-C.* “Nucleophilic Conjugate 1,3-Addition of Phosphines to Oligoynoates” Chem. Commun., 2014, 50, 10580–10583 (Selected as an Inside Back Cover)., (SCI)
2014 Deng, J.-C.; Chuang, S.-C.* “Multicomponent Reactions of Phosphines, Diynedioates and Aryl Aldehydes Generated Furans Appending Reactive Phosphorus Ylides through Cumulated Trienoates as Key Intermediates: A Phosphine a-Addition-d-Evolvement of an Anion Pathway” Org. Lett. 2014, 16, 5792–5795., (SCI)
2014 Jayakumar, J.; Parthasarathy, K.; Chen, Y.-H.; Lee, T.-H.; Chuang, S.-C.;* Cheng, C.-H.* “One-Pot Synthesis of Highly Substituted Polyheteroaromatic Compounds by Rhodium(III)-Catalyzed Multiple C-H Activation and Annulation” Angew. Chem. Int. Ed. 2014, 53, 9889–9892.
2014 Lin, Y.-W., Deng, J.-C., Hsieh, Y.-Z.; Chuang, S.-C.* “One-Pot Formation of Fluorescent g-Lactams Having an a-Phosphorus Ylide Moiety through Three-Component a(d')-Michael Reaction of Phosphines with an Enyne and N-Tosyl Aldimines” Org. Biomol. Chem. 2014, 12, 162–170., (SCI)
2013 Lee, T.-H.; Jayakumar, J.; Cheng, C.-H.;* Chuang, S.-C.* “One Pot Synthesis of Bioactive Benzopyranones through Palladium-Catalyzed C−H Activation and CO Insertion to 2-Arylphenols” Chem. Commun., 2013, 49, 11797–11799.
2013 Murata, Y.; Chuang, S.-C.; Tanabe, F.; Murata, M.; Komatsu, K. “Recognition of hydrogen isotopomers by an open-cage fullerene” Philosophical Transactions of the Royal Society, A: Mathematical, Physical & Engineering Sciences 2013, 371(1998), 20110629/1-20110629/6., (SCI)
2013 Tseng, B.-Y.; Chuang, S.-C.* “Chemo-, Regio- and Stereoselective Tricyclohexylphosphine-Catalyzed [3+2]Cycloaddition of Enynes with [60]Fullerene Initiated by 1,4-Michael Addition: Synthesis of Cyclopenteno[60]fullerenes and Their Electrochemical Properties” Adv. Synth. & Catal. 2013, 355, 2165–2171., (SCI)
2013 Rajeshkumar, V.; Lee, T.-H.; Chuang, S.-C.* “Palladium-Catalyzed Oxidative Insertion of Carbon Monoxide to N-Sulfonyl-2-aminobiaryls through C–H Bond Activation: Access to Bioactive Phenanthridinone Derivatives in One Pot” Org. Lett. 2013, 15, 1468–1471., (SCI)
2013 Chavan, A. S.; Deng, J.-C.; Chuang, S.-C.* “α(δ')-Michael Addition of Alkyl amines to Dimethyl (E)-Hex-2-en-4-ynedioate: Synthesis of a,b-Dehydroamino Acid Derivatives” Molecules, 2013, 18, 2611–2622., (SCI)
2012 Rajeshkumar, V.; Chan, F.-W.; Chuang, S.-C.* “Palladium-Catalyzed and Hybrid Acids-Assisted Synthesis of [60]Fulleroazepines in One Pot Under Mild Conditions: Annulation of N-sulfonyl-2-aminobiaryls with [60]Fullerene through Sequential C–H Bond Activation, C–C and C–N Bond Formation” Adv. Synth. & Catal. 2012, 354, 2473–2483., (SCI)
2012 Deng, J.-C.; Chan, F.-W.; Kuo, C.-W.; Cheng, C.-A.; Huang, C.-Y. Chuang, S.-C.* “Assembly of Dimethyl Acetylenedicarboxylate and Phosphanes with Aldehydes Leading to g-Lactones Having a-Phosphorus Ylides as Wittig Reagents” Eur. J. Org. Chem. 2012, 5738–5747., (SCI)
2012 Rajeshkumar, V.; Chuang, S.-C.* “Evolution of Late Transition-Metal-Catalyzed Intermolecular Reductive Coupling Reaction of [60]Fullerene and N-sulfonylaldimines: Competing Formation of Hydrobenzylated [60]Fullerenes and 1,2-Dihydrofullerene” Eur. J. Org. Chem. 2012, 3795–3805., (SCI)
2012 Chuang, S.-C.;* Deng, J.-C.; Chan, F.-W.; Chen, S.-Y.; Huang, W.-J.; Lai, L.-H.; Rajeshkumar, V. “[3+2] Cycloaddition of Dialkyl (E)-Hex-2-en-4-ynedioates to [60]Fullerene by Phosphane-Promoted Tandem α(δ')-Michael Additions” Eur. J. Org. Chem. 2012, 2606–2613., (SCI)
2011 (SCI)
2011 Chen, C.-P.; Luo, C.; Ting, C.; Chuang, S.-C.* “Organic Photovoltaics Incorporating Fulleroisoquinolinone as n-type Materials” Chem. Commun. 2011, 47, 1845–1847., (SCI)
2011 (SCI)
2011 Chen, C.-P.;* Lin, Y.-W.; Horng; J.-C.; Chuang, S.-C.* “Open-cage Fullerenes as n-Type Materials in Organic Photovoltaics: Relevance of Frontier Energy Levels, Carrier Mobility and Morphology of Different Sizable Open-cage Fullerenes with Power Conversion Efficiency in Devices” Adv. Energy Mat. 2011, 1, 776–780., (SCI)
2011 Chen, C.-P.;* Chen, Y.-D.; Chuang, S.-C.* “High-Performance and Highly-Durable Inverted Organic Photovoltaics Embedding Solution-Processable Vanadium Oxides as an Interfacial Hole-Transporting Layer” Adv. Mat. 2011, 11, 3859–3863., (SCI)
2011 Deng, J.-C.; Chuang, S.-C.* “Three-Component and Nonclassical Reaction of Phosphines with Enynes and Aldehydes: Formation of g-Lactones Featuring a-Phosphorus Ylides” Org. Lett. 2011, 13, 2248–2251., (SCI)
2011 Chuang, S.-C.*; RajeshKumar, V.; Cheng, C.-A.; Deng, J.-C.; Wang, G.-W.* “Annulation of Benzamides with [60]Fullerenes Through Palladium(II)-Catalyzed C-H Bond Activation” J. Org. Chem. 2011, 76, 1599–1604., (SCI)
2010 Su, H.-L.; Kao, W.-C.; Lee, C.-Y.; Chuang, S.-C.; Hsieh, Y.-Z.* “Separation of open-cage fullerenes using nonaqueous capillary electrophoresis” J. Chromatography A 2010, 1217, 4471–4475., (SCI)
2009 Chen, S.-Y.; Cheng, R.-L.; Tseng, C.-K.; Lin, Y.-S.; Lai,L.-H.; Venkatachalam, R. K.; Chen, Y.-C.; Cheng, C.-H.; Chuang, S.-C.* “Fullerene Derivatives Incorporating Phosphoramidous Ylide and Phosphoramidate: Synthesis and Property” J. Org. Chem. 2009, 74, 4866–4869., (SCI)
2008 (SCI)
2008 Turro, N. J.; Marti, A. A.; Chen, J. Y.-C.; Jockusch, S.; Lawler, R. G.; Ruzzi, M.; Sartori, E.; Chuang, S.-C.; Komatsu, K.; Murata, Y. “Demonstration of a Chemical Transformation Inside a Fullerene. The Reversible Conversion of the Allotropes of H2@C60” J. Am. Chem. Soc. 2008, 130, 10506–10507., (SCI)
2007 (SCI)
2007 Chuang, S.-C.; Murata, Y.; Murata, M.; Komatsu, K. “An Orifice-Size Index for Open-Cage Fullerenes” J. Org. Chem. 2007, 72, 6447–6453., (SCI)
2007 Chuang, S.-C.; Murata, Y.; Murata, M.; Komatsu, K. “The Outside Knows the Difference Inside: Trapping Helium by Immediate Reduction of Orifice Size of an Open-Cage Fullerene and the Effect of Encapsulated Helium and Hydrogen upon NMR of the Proton Directly Attached to the Outside” Chem. Commun. 2007, 1751–1753.
2007 Sander, M.; Jarrosson, T.; Chuang, S.-C.; Khan, S. I.; Rubin, Y. “Approaches to Open Fullerenes: Synthesis and Thermal Stability of cis-1 Bis(isobenzofuran) Diels-Alder Adducts of C60” J. Org. Chem. 2007, 72, 2724–2731., (SCI)
2007 Chuang, S.-C.; Jarrosson, T.; Sander, M.; James, S.; Rozumov, E.; Khan, S. I.; Rubin, Y. “Approaches to Open Fullerenes: Synthesis and Kinetic Stability of Diels-Alder Adducts of Substituted Isobenzofurans and C60” J. Org. Chem. 2007, 72, 2716–2723., (SCI)
Patent Title Patent Number Patent Country Authors
“Fullerene derivatives and optoelectronic devices utilizing the same” United States Chih-Ping Chen; Yeu-Ding Chen; Shih-Ching Chuang; Yu-wei Lin; Fu-Wei Chan
Year Lab Title
2019 The Chuang Group
Country School Name Department Degree Duration
USA University of California, Los Angeles Department of Chemistry and Biochemistry Ph.D. 2000.09 ~ 2005.08
Taiwan National Tsing Hua University Department of Chemistry M.S. 1995.08 ~ 1997.07
Taiwan Tunghai University Department of Chemistry B.S. 1991.08 ~ 1995.06
Organization Title Department Job Title Duration
National Chiao Tung University Department of Applied Chemistry Professor 2016.08 ~ Up to today
National Chiao Tung University, Hsinchu, Taiwan Department of Applied Chemistry Associate Professor 2012.08 ~ 2016.07
National Chiao Tung University Department of Applied Chemistry Assistant Professor 2007.08 ~ 2012.07
Kyoto University, Japan Institute for Chemical Research Postdoctoral Fellow 2005.09 ~ 2007.07
National Tsing Hua University Department of Chemistry Research Assistant 1999.11 ~ 2000.06
R.O.C. Army R.O.C. Army 2nd Lieutenant, Army, Taiwan (1997.7-1999.6) 1997.07 ~ 1999.06
Honor Category Year Award Name Awarding Unit
Awards and Honors 2017
Awards and Honors 2014 Dr. Ta-You Wu award Ministry of Science and Technology
Rewards from NCTU 2013 Teaching Award National Chiao Tung University
Rewards from NCTU 2011
Awards and Honors 2005
Awards and Honors 2001 2001-2004 Teaching Fellowship UCLA