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Siling Zhao
Chicago, IL ***** • Phone: 312-***-**** • Email: *******@***.***
Profile: linkedin.com/in/siling-zhao • researchgate.net/profile/Siling_Zhao Organic Chemist
A solution-based scientist with experience in organic methodology, catalyst development, and mechanistic studies; with a background in synthetic, organometallic and analytical chemistry. TECHNICAL SKILLS
Organic Synthesis: multi-step organic synthesis, air sensitive techniques: Schlenk line operation and glovebox technique, pressurized reactions (Parr reactors), organic molecule purification: thin layer chromatography (TLC), flash column chromatography, recrystallization, vacuum distillation Analytical Techniques: multinuclear magnetic resonance spectroscopy (1D/2D NMR), UV-Vis spectroscopy, mass spectrometry (MS), infrared spectroscopy (IR), gas chromatography-mass spectrometry (GC-MS) and data analysis with corresponding software, Overture, Chemoffice, MestReNova, Topspin, Chemstation, iNMR, and Advion Mass Express Catalysis: design, synthesis and optimization of organometallic catalysts for organic reaction development Laboratory Safety : laboratory compliance documents, emergency procedures, lab safety plan, standard operation procedures Scientific Writing: data organization and logical interpretation, scientific article composition, publication in scientific journals EDUCATION
Ph.D., Chemistry, University of Illinois at Chicago, Chicago, IL 2015-present Expected graduation date: Fall 2020 (advisor: Prof. Neal Mankad) M.A., Chemistry, University of Virginia, Charlottesville, VA 2014-2015 GPA: 3.90/4.0 (advisor: Prof. Timothy L. Macdonald) B.S., Chemistry, Sichuan University, Chengdu, Sichuan, China 2010-2014 GPA: 3.36/4.0 (advisor: Prof. Jingsong You)
RESEARCH AND WORK EXPERIENCE
Department of Chemistry, University of Illinois at Chicago, Chicago, IL 2015–Present Served as an integral group member in Mankad Research Lab working to develop novel organic methods for C-C/C-X bond formation with cost-effective and earth abundant base metal catalysts. Project: Development and Application of an Efficient Method to Produce One-Carbon Extended Alcohols
• Produced alcohols from inert sp3 substrates using a copper catalyst
• Proved the generality of this developed method by introducing different functional groups to the reaction system
• Designed and completed the mechanistic study, captured and characterized reaction intermediates by NMR and MS Project: Innovation of a New Secondary Amide Synthesis from Iodide Containing Substrates
• Developed a synthetic route for aryl amide synthesis employing cheap nitroarene substrate in one-pot strategy
• Optimized reaction efficiency with cost-effective copper catalyst under mild conditions
• Designed and synthesized a new ligand to promote current amide synthesis’s efficacy by 32%
• Tested the reaction tolerance by conducting experiments in present of various functional groups
• Designed and conducted experiments to study mechanism of the reductive aminocarbonylation transformation Project: Development of C-H Functionalization of Inert sp3 Carbon Hydrogen Bonds
• Executed and synthesized alcohol derived substrates for further C-H activation
• Investigated reaction conditions for C-H carbonylation with premade substrates
• Designed an innovative inert and remote C-H activation utilizing a common alcohol compound Department of Chemistry, University of Illinois at Chicago, Chicago, IL Teaching Assistant 2015–present
Motivated and supported undergraduate students, enhancing learning experiences and promoting engagement.
• General Chemistry: Instructed entry level undergraduate chemistry discussion sessions and lab courses
• Inorganic Laboratory: Instructed upper level undergraduate inorganic laboratory courses Department of Chemistry, Sichuan University, Chengdu, Sichuan, China Undergraduate Research Assistant – Advisor Professor Jingsong You 2013–2014
• Collaborated with graduate students working on radical cyclization of arenesulfonyl chlorides and alkynes
• Supported senior graduate students on transition metal catalyzed C-H functionalization of tetrahydro carboline, and synthesized a diversified -carboline library
PUBLICATIONS
1. Cheng, L-J.; Zhao, S.; Mankad, N. P. Efficient Synthesis of Acylboranes via Cu-Catalyzed Carbonylative Borylation of Alkyl Iodides. Manuscript in preparation.
2. Zhao, S.; Mankad, N. P. Synergistic Copper-Catalyzed Reductive Carbonylation of Alkyl Iodides with Nitroarenes. Org. Lett. 2019, 21, 10106.
3. Zhao, S.; Mankad. N. P. Metal-Catalysed Radical Carbonylation Reactions. Catal. Sci. Technol., 2019, 9, 3603. 4. Zhao, S.; Mankad. N. P. Cu-Catalyzed Hydroxymethylation of Unactivated Alkyl Iodides with CO to Provide One Carbon Extended Alcohols. Angew. Chem., Int. Ed. 2018, 57, 5867. ⃰ top 10% most downloaded paper in 2018-2019 5. Wan, D.; Yang, Y.; Liu, X.; Li, M.; Zhao, S.; You, J.-S. Radical Cyclization of Arenesulfonyl Chlorides and Alkynes: A Rapid Access to -conjugated Benzothiophenes. Eur. J. Org. Chem. 2016, 55. SELECTED CONFRERENCES AND FORMAL PRESENTATIONS
ACS Spring 2020 National Meeting & Expo, Philadelphia, PA, oral presentation (cancelled due to COVID-19) 2020 ACS Great Lakes Regional Meeting, Lisle, IL, oral presentation 2019 UIC Chemistry Research Symposium, Chicago, IL, poster 2018 LEADERSHIP AND PROFESSIONAL ACTIVITIES
Chemistry Graduate Student Association 2018–2019
• Planned and organized annual Research Symposium in the department with 150 attendees
• Established community outreach opportunities for chemistry graduate students career development Safety Officer Committee 2017–2019
• Communicated with graduate students and faculty concerning laboratory safety issue
• Bridged between Chemistry Department with Environment Health & Safety Office regarding laboratory safety practices Chemical Hygiene Officer 2017–present
• Monitored experiment procedures and checked unattended laboratory experiments according to safety regulation
• Oversaw safety training for new lab members and regular safety review for the Mankad group
• Oversaw annual lab safety inspection by Environmental Health & Safety Office and assisted in updating lab hygiene plan