Department of Chemistry,
Faculty of Science, Mahidol University,
Rama 6 Road, Ratchthewee
Bangkok 10400 Thailand
!! Available RGJ-Ph.D. Scholarship !!
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B.Sc. students: GPAX > 3.25 or if you have at least one publication in an international journal
M.Sc. students: At least one publication in an international journal
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B.Sc. Massachusetts Institute of Technology (MIT), USA
Ph.D. University of California, Berkeley, USA
Organometallic Chemistry, Homogeneous, and Heterogeneous Catalysis
Our research currently focuses on the synthesis of late transition metal complexes supported by nitrogen-based 1,2,3-triazole, imino, amino, or benzimidazole ligands and their catalytic applications in various chemical transformation. In addition, we are particularly interested in ligand stabilized metal nanoparticles for heterogeneous catalysis.
(1) Tunable porosity of crosslinked-polyhedral oligomeric silsesquioxane supports for palladium-catalyzed aerobic alcohol oxidation in water
Palladium nanoparticles stabilized by ester functional groups from POSS-based cross-linked MMA networks exhibit high activities for aerobic alcohol oxidation in a water/P123 solution.
Preeyanuch Sangtrirutnugul, Thanawat Chaiprasert, Warodom Hunsiri, Thanudkit Jitjaroendee, Patsaya Songkhum, Kritapas Laohhasurayotin, Tanakorn Osotchan, and Vuthichai Ervithayasuporn* ACS Appl. Mater. Interfaces 2017, 9, 12812.
(2) Benzimidazole-triazole ligands with pendent triazole functionality: Unexpected formation and effects on copper-catalyzed aerobic alcohol oxidation
Amino-triazole compounds unexpectedly undergo oxidative ring cyclization in the presence of copper ions to generate the corresponding benzimidazole-triazole products with a pendent triazole arm. While triazole substituents affect the solid state structures of the copper(II) complexes, ESR and CV data indicate the same molecular structures in CH3CN. We also observed that more steric hindrance of the triazole substituents resulted in reduced catalytic activities for copper-catalyzed aerobic alcohol oxidation in CH3CN at room temperature.
Manisa Kongkaew, Kannika Sitthisuwannakul, Vasut Nakarajouyphon, Soraya Pornsuwan, Palangpon Kongsaeree, Preeyanuch Sangtrirutnugul* Dalton Trans. 2016, 45, 16810.
(3) Homogeneous and heterogeneous catalysts of organopalladium functionalized-polyhedral oligomeric silsesquioxanes for Suzuki–Miyaura reaction
Mononuclear and multinuclear palladium(II) complexes of pyridine-triazole-functionalized POSS-based supports serve as highly active homogeneous and heterogeneous catalysts for Suzuki–Miyaura cross coupling, respectively. The heterogeneous catalysts can be reused for at least five reaction cycles via simple centrifugation without a loss of activities.
Vuthichai Ervithayasuporn, Kwanchanok Kwanplod, Jaursup Boonmak, Sujittra Youngme, Preeyanuch Sangtrirutnugul* J. Catal. 2015, 332, 62.
(4) Pyridine–triazole ligands for copper-catalyzed aerobic alcohol oxidation
A series of copper(II) complexes containing pyridine-triazole ligands were prepared. Based on CV data and DFT calculations, the regular type triazole coordination afforded more electron rich copper center as compared to the inverse type coordination. Consequently, the regular type Cu-triazole complex is a more active catalyst for aerobic oxidation of alcohol.
Pech Thongkam, Sudarat Jindabot, Samran Prabpai, Palangpon Kongsaeree, Taveechai Wititsuwannakul, Panida Surawatanawong, Preeyanuch Sangtrirutnugul* RSC Adv. 2015, 5, 55847.
(5) Palladium(II) complexes featuring bidentate pyridine–triazole ligands: Synthesis, structures, and catalytic activities for Suzuki–Miyaura coupling reactions
Our study have shown that with two possible types of triazole N donors (proximal vs. medial triazole nitrogen) palladium(II) ion selectively binds to the proximal triazole nitrogen to give a regular type triazole complex. Experimental studies further revealed more readily ligand dissociation for the palladium-medial triazole N coordination. In general, the palladium complexes featuring pyridine–triazole ligands are active for Suzuki–Miyaura cross coupling reactions in DMF:H2O.
Sudarat Jindabot, Kriengkamol Teerachanan, Pech Thongkam, Supavadee Kiatisevi, Tossapol Khamnaen, Phairat Phiriyawirut, Sumate Charoenchaidet, Thanasat Sooksimuang, Palangpon Kongsaeree, Preeyanuch Sangtrirutnugul* J. Organomet. Chem. 2014, 750, 35.
(6) Cu complexes supported by tripodal "click" ligands for atom transfer radical polymerization
Copper catalyst systems consisting of copper bromide and tripodal triazole-based ligands with different triazole substituents were investigated as catalysts for radical polymerization of methyl methacrylate (MMA).
Preeyanuch Sangtrirutnugul,* Kritdikul Wised, Purmpoon Maisopa, Nisalak Trongsiriwat, Pramuan Tangboriboonrat, Vichai Reutrakul Polym. Int. 2014, 63, 1869.
Preeyanuch Sangtrirutnugul,* Purmpoon Maisopa, Laksamee Chaicharoenwimolkul, Atchariya Sunsin, Ekasith Somsook, Vichai Reutrakul J. Appl. Polym. Sci. 2013, 127, 2757.
Asian Core Program (ACP) Lectureship Award 2011 (Singapore)
Conferences and Proceeding
(1) "Triazole-based ligands in copper- and palladium-catalyzed reactions" at The 16th TRF-OHEC Annual Congress 2017 (TOAC2017), Petchaburi, Thailand, 6–8 January 2017. (Oral presentation)
(2) "Cu(II) and Pd(II)-triazolyl complexes: effects of coordination and substituents on catalytic activities" at The 42nd Congress on Science and Technology of Thailand (STT 42), Bangkok, Thailand, 30 November–2 December 2016. (Invited talk)
(3) "Triazole-based ligands in copper- and palladium-catalyzed reactions" at the PERCH-CIC Congress IX: 2016 International Congress for Innovation in Chemistry, Chonburi, Thailand, 26–29 June 2016. (Invited talk)
(4) "Copper and palladium complexes featuring bidentate triazole-based ligands: synthesis and catalytic applications" at The 15th TRF-OHEC Annual Congress 2016 (TOAC2016), Petchaburi, Thailand, 11–13 January 2016. (Oral presentation)
(5) "Triazole-based ligands in Cu-catalyzed aerobic alcohol oxidation" at International Workshop on Molecular Catalysis and Fine Chemicals 2015, Tokyo Metropolitan University (TMU), Tokyo, Japan, 29 January 2015. (Invited talk)
(6) "Evaluation of triazole-based ligands for catalysis" at Mini-Symposium on Design of Efficient Molecular Catalysis for Environmental Benign Chemical Process and Materials, Tokyo Metropolitan University (TMU), Tokyo, Japan, 30 January 2014. (Invited talk)
(7) "Trimethylsilyl-substituted triazole-based ligand for copper-mediated single electron transfer-living radical polymerization of methyl methacrylate" at The 14th TRF-CHE Annual Congress 2014, Chonburi, Thailand, October 2014. (Poster presentation)
(8) "Copper-click catalyst: Controlled radical polymerization of methyl methacrylates in the presence of air" at the 6th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-6), Asian Core Program (ACP), Hong Kong, 11–15 December 2011. (Poster presentation)
(9) "Copper complexes featuring tripodal "click" ligands for atom transfer radical polymerization" at the 10th TRF Annual Congress 2010, Petchaburi, Thailand, October 2010. (Oral presentation)
(10) "Copper complexes featuring tripodal "click" ligands for atom transfer radical polymerization" at the 9th TRF Annual Congress 2009, Petchaburi, Thailand, October 2009. (Poster presentation)
(11) "Synthesis and reactivity studies of coordinatively unsaturated Ir(III) complexes containing a tridentate bis(8-quinolyl)methylsilyl ("NSiN") ligand", P. Sangtrirutnugul and T. D. Tilley at the 227th ACS National Meeting, Anaheim (CA), USA, 28 March–1 April 2004. (Oral presentation)
(12) "Synthesis of late transition metal complexes containing the tridentate bis(8-quinolyl)silyl ("NSiN") ligand", P. Sangtrirutnugul and T. D. Tilley at the 224th ACS National Meeting, Boston (MA), USA, 18–22 September 2002. (Poster presentation)
(13) "Stabilization of an unusual imido ligand with the V(N[t-Bu]Ar)3 complex", P. Sangtrirutnugul and C. C. Cummins at the 218th ACS National Meeting, New Orleans (LA), USA, 22–26 August 1999. (Poster presentation)
Polymer Science and Technology, Mahidol University, October 1, 2014
Department of Chemistry, National University of Singapore (NUS), November 5, 2012.
Division of Chemistry and Biological chemistry, Nanyang Technological University (NTU), November 7, 2012.
Thai Polyethylene Co., Ltd. May 2–4, 2007.