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Organic Chemistry Synthesis, Organic Semiconductors

Location:
Palo Alto, California, United States
Posted:
October 06, 2016

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Fenton Heirtzler

**** ******** ******, ***. *-D, Palo Alto, California, 94303

301-***-**** acwnsl@r.postjobfree.com http://www.linkedin.com/in/fentonhorgchem

SUMMARY

Accomplished and results-oriented Synthetic Organic Chemist with over ten cumulative years of strong laboratory experience and knowledge in designing, executing, and evaluating organic chemistry reaction sequences. Highly focused on applications for organic chemistry using novel and complex organic compounds which interact via supramolecular interactions. Strong emphasis on conceiving and writing funding proposals.

KEY STRENGTHS

• Synthetic organic route selection

• Multi-step organic syntheses and purification

• Interpretation and analysis of NMR, mass spectra (EI-MS, GC-MS, ES-MS and TOF-MS), UV-vis, electrochemical, HPLC and DSC

• Developing research funding proposals

• Organic compound value identification and commercialization

• Maintaining safe and environmentally compliant laboratory work environment

• Developing hypotheses, reports and presentations

• Theoretical calculations

• Trouble-shooting and problem-solving

• Strong analytical and critical thinking skills

• Excellent written and oral communication skills

• Research director, leader and mentor

• Managing interdisciplinary and international teams

• Cultivating relationships with external vendors to optimize provision of their services

PRIMARY WORK EXPERIENCE

Independent Research Chemist April 2015 – Present

Palo Alto, CA, USA

• Identified new product market potential and hypotheses led to research funding proposal describing a revolutionary new type of organic photovoltaic cell, in which photocurrent efficiency will be dramatically improved through supramolecular interactions.

• Identified market potential of applications and confirmed breakthrough technology, culminating in research funding proposal for new and powerful non-linear optical materials on the basis of inexpensive transition metal salts and relatively simple organic substances. Targeted commercial application areas including high-density holographic optical storage media and highly focused, intense green light sources.

• Completed extensive evaluation of relevant patent and academic literature, and developed specific expected outcomes from the research program.

• Evaluated and completed trouble-shooting of possible scientific challenges and technological hurdles.

• Identified multi-step synthetic pathways to specific organic semiconductor molecules and commercial scale-up factors.

• Established project management plan including team expertise requirements and task/date/benchmark project execution schedule to achieve the business goals.

• Developed protocols for recognition and documentation of results and their significance for patent applications, project updates, and technical reports.

Materials Organic Chemist (Contractor) December 2014 – April 2015

Capacitor Sciences Inc., Menlo Park, CA, USA

• Identified synthetic routes from patent and academic literature for synthesis of large, flat, liquid crystalline heteroaromatic compounds in breakthrough supercapacitor battery materials for an energy storage technology start up business.

• Synthesized and characterized three energy storage material compounds.

• Spearheaded the creation and development of a new laboratory including selection and procurement of laboratory furniture, equipment, and supplies.

• Subject matter expert in team meetings to determine subsequent research program goals and strategies.

• Advised process to obtain the government permits and licenses necessary to convert empty rental space into functional laboratory for synthetic chemistry.

Independent Chemist and Adjunct Professor January 2009 – August 2011 & June 2014 – October 2014

Rutgers University, Camden, NJ, USA

• Project leader of interdisciplinary team tasked with evaluating exceptionally potent non-linear optical activity in complexes of cost-efficient transition metal salts.

• Achieved breakthrough discovery through synthesis of revolutionary class of non-linear optical (NLO) materials and characterized key properties.

• Directed and coordinated four-member research team responsible for NLO discovery experiments located in three states.

• Spearheaded writing and publishing of one peer-reviewed research paper and co-authored an additional paper which secured precedent of aforementioned properties.

• Identified potential for commercial development of compounds having same NLO properties.

• Taught the following courses: Chemical Principles II, Organic Chemistry I and II, and Asymmetric Synthesis.

Research Director and Assistant Professor of Organic Chemistry August 2011 – May 2014

University of Alaska Fairbanks, Fairbanks, AK, USA

• Developed and implemented synthetic route to chiral organic ligand for absolutely chiral coordination complexes as frequency doublers.

• Trained one PhD graduate student and four undergraduate students in research lab.

• Reviewed weekly progress reports to ensure clear communication towards existing goals.

• Presented research talks at the following conferences: American Chemical Society National Meeting and Exposition (March 2012, April 2013, and March 2014 [Session Presider]); American Chemical Society Northwest Regional Meeting (June 2012).

SUPPLEMENTARY WORK EXPERIENCE

Scientist

Brookhaven National Laboratory, Upton, NY, USA

• Chemical doping and UV-NIR analysis of semiconducting polymers.

• Prepared internal progress report to advise further research goals.

• Provided interpreting services (German-English) for international businesses and legal affairs.

Research Associate

University of Alberta, Edmonton, AB, Canada

• Synthesis of sterically demanding sulfinimines and their cluster complexes with transition metals.

• Synthesis and electron microscopy of hydrocarbon-soluble heterobicyclic compounds for self-assembly of hexameric rosette nanotubes.

• Co-authored one peer-reviewed research article.

• Co-authored research workshop presentation: “Molecular Catalysts for Low Temperature, Low Pressure Hydrodesulfurization, Hydrodenitrogenation, and Hydrocracking of Bitumen” J. M. Stryker, M. Morita, F. Heirtzler, B. Chan, October 22, 2007, Centre for Oil Sands Innovation Workshop, Edmonton, AB, Canada.

Research Assistant Professor

University of Nevada Reno, Reno, NV, USA

• Designed, partially synthesized, and characterized promising structure of unidirectional molecular rotor.

• Prepared detailed annual report, “Status on Progress Towards Synthesis of Unidirectional Molecular Rotor,” for National Science Foundation (NSF) grant requirements.

Research Director and Lecturer in Organic Chemistry A

University of Kent, Canterbury, Kent, UK

• Supervised PhD student on the synthesis and characterization of heteroaromatic lipophillic quinoxaline/pyridine hybrid molecules and their supramolecular complexes with transition metal salts.

• Authored multiple funding proposals and awarded two: “Supramolecular Stacking Networks,” supported by Engineering and Physical Sciences Research Council, UK and, “New Asymmetric Catalysts with Supramolecular Character,” supported by Nuffield Foundation, UK.

• Correspondence author of six papers in the following peer-reviewed research journals: Chemical Communications, Journal of Organic Chemistry, Dalton Transactions, European Journal of Inorganic Chemistry, and Polyhedron.

• Presented research talks at the following venues: Royal Society of Chemistry Heterocyclic Group, London, UK (January and Autumn Meetings, 2000; Autumn Meeting, 2001; January and Autumn Meetings, 2002); 12th International Symposium on Homogeneous Catalysis, Stockholm, Sweden (2000); 13th International Symposium on Heterocyclic Chemistry, Rouen, France (2001); UK Macrocyclic & Supramolecular Group, York, UK (2002); New Swiss Chemical Society General Meeting, Lausanne, Switzerland (2003).

• Managed one graduate student and eight undergraduate students in research laboratory

• Obtained and characterized six different complexes..

• Reviewed weekly progress reports to ensure clear communication towards existing goals

• Designed, synthesized, and characterized dynamic behavior of a pyrazine/pyridine hybrid molecule and its supramolecular complex with transition metal salts.

Habilitand/Independent Researcher

University of Basel, Basel-City Canton, Switzerland

• Achieved breakthrough in the synthesis and self-assembly of unsymmetrical heterocyclic (heteroaromatic) alpha-diketones.

• Synthesized and characterized ten different heteroaromatic pyrazine/pyridine hybrid ligands from corresponding alpha-diketones and prepared supramolecular complexes with transition metal salts from four of them.

• Correspondence author of eight papers in the following peer-reviewed research journals: Chemical Communications, Journal of the Chemical Society Perkin Transactions 1, Journal of the Chemical Society, Dalton Transactions, Synlett, Liebigs Annalen/Recueil, Polyhedron, and Chimia.

• Presented research talks at the following conferences: 17th European Colloquium on Heterocyclic Chemistry, Regensburg, Germany (1996); 6th European Inorganic Chemistry Seminar, Karrebaeksminde, Denmark (1996); Chemiedozententagung, Oldenburg, Germany (1999).

• Awarded chemistry stipend from Treubel Fonds, Basel, Switzerland for “Oligopyridyl Oligopyrazines: Double Helical Organic Molecules and pi-Stacking Synthons” (2000-2001).

ACADEMIC PROFESSOR

Faculty member responsible for development and lecture presentations of academic courses for the following level courses:

• Organic Chemistry I and II

• General Chemistry

• Advanced Organic Chemistry Laboratory

• Fundamental Chemistry for Chemists & Bio-scientists

• Advanced Synthetic Organic Chemistry

• Chemistry

TECHNICAL SKILLS

Software: Microsoft Office Suite (Word, Excel, PowerPoint), LibreOffice, EndNote, Mendeley, Graphic Converter

Instrumentation and Data Processing Software: iNMR, Varian NMR, HP GC-MS and HPLC, Carey UV-NIR, Chimera, AutoLab PSTAT10, ChemDraw, Swiss PdbViewer, CrystalMaker

Databases: SciFinder, Reaxys

EDUCATION

Technical University Braunschweig, Lower Saxony, Germany

• Doctorate, Organic Chemistry

• Thesis: Design, Preparation and Use of Bis-[2.2.2]paracyclophanes for Bis-π-Complexation of Labile Metal Atoms; research director: Professor Dr. H. Hopf

Michigan State University, East Lansing, Michigan, USA

• Masters of Science, Organic Photophysics

• Thesis: Photochemistry of Acylphenyl Olefinic Esters; research director: Professor P. Wagner

McGill University, Montreal, QC, Canada

• Bachelor of Science, Chemistry

PUBLICATION AND PRESENTATIONS

Publications (* = Correspondence author; first author protocol generally not followed)

30 ) “A self-assembled, metallo-organic supramolecular frequency doubler” L. A. Burke,* G. Gonella,* F. Heirtzler,* H.-L. Dai, S. Jones, J. Zubieta and A. J. Roche Chemical Communications 2012, 48, 1000-1002.

29 ) “Spectroscopic and Photophysical Properties of Cu(I) Metallocyclophanes” L. Burke* and F. Heirtzler International Journal of Quantum Chemistry 2010, 110, 3061–3071.

28 ) “Unusual Hydrothermal Synthesis of a Heteroaromatic Macrocyclic Complex” E. Burkholder, F. Heirtzler,* L. Orian, W. Ouellette, J. Zubieta Polyhedron 2008, 27, 3700-3702.

27 ) “Synthesis of Hydrophobic Derivatives of the G-C Base for Rosette Nanotube Self-Assembly in Apolar Media” G. Tikhomirov, M. Oderinde, D. Makelef, A. Mansouri, W-B. Lu, F. Heirtzler, D. Kwok, H. Fenniri* Journal of Organic Chemistry 208–4251.

26 ) “Synthesis and Stereochemistry of Long-chain Quinoxaline Metallocyclophanes” M. Howard, F. Heirtzler,* S. I. G. Dias Journal of Organic Chemistry 2008, 73, 2548-2553.

25 ) “Formation of a solubilized cobalt block oligomer from a M2L-type double helicate” F. Heirtzler,* S. Santi, K. Howland, T. Weyhermüller Dalton Transactions 2006, 4722 - 4729.

24 ) “Optimization of amide based inhibitors of soluble epoxide hydrolase with improved water solubility” I.-H. Kim, F. R. Heirtzler, C. Morisseau, K. Nishi, H.-J. Tsai, B. D. Hammock* Journal of Medicinal Chemistry 2005, 48, 3621-3629.

23 ) “Helical zinc complexes of pyrazine-pyridine hybrids” S. I. G. Dias, F. Heirtzler,* T. Bark, G. Labat, A. Neel Polyhedron, 2004, 23, 1011-1017.

22 ) “In flagrante metallo-cyclophane self-assembly?” P. J. Cragg, F. R. Heirtzler,* M. J. Howard, I. Prokes, T. Weyhermüller Chemical Communications 2004, 280-281.

21 ) “Dimeric metalloorganic supramolecular quinoxaline stacking synthons” F. R. Heirtzler,* S. I. G. Dias, M. Neuburger European Journal of Inorganic Chemistry 2004, 685-688.

20 ) “Insights on the synthesis and solid-state organizational phenomena of twisted pyrazine - pyridine Hybrids” F. Heirtzler,* M. Neuburger, K. Kulike Journal of the Chemical Society, Perkin Transactions 1 2002, 809-820.

19) “Synthesis and supramolecular chemistry of 2, 3-bis-(2,2'-oligopyridyl)pyrazines” F. Heirtzler Chimia 1999, 53, 204.

18 ) “Preparation of non-symmetrical 2, 3-bis-(2,2'-oligopyridyl)pyrazines via 1,2-disubstituted Ethanones” F. R. Heirtzler Synlett 1999, 1203-1206.

17 ) “Synthesis, 1H/13C NMR spectroscopic and structural studies of sterically-induced internal dynamics in novel mono- and di-ruthenium(II)-2,2':6',2''-terpyridine complexes of 2,3-bis(2,2'-bipyrid-6-yl)pyrazine” F. R. Heirtzler,* M. Neuburger, M. Zehnder, S. J. Bird, K. G. Orrell,* V. Sik Journal of the Chemical Society, Dalton Transactions 1999, 565-574.

16 ) “Preparation, characterization and X-ray crystallographic analysis of eta5- and eta6-mono-ruthenium(II) complexes of 2,3-bis(2,2'-bipyridyl)quinoxaline” F. Heirtzler,* P. Jones, M. Neuburger, M. Zehnder Polyhedron 1999 18, 601-608.

15 ) “Self-Assembly of a chiral dicopper(I) metallophane” T. Bark, T. Weyhermüller, F. Heirtzler* Chemical Communications 1998, 1475-1476.

14 ) “Formation of a metallocyclophane via self-assembly of 2,3-bis(2,2'-bipyrid-6-yl)pyrazine and cobalt(II)” F. Heirtzler,* T. Weyhermüller Journal of the Chemical Society, Dalton Transactions 1997, 3653-3654.

13) “Preparation and characterization of oligo-(2,2'-bipyridyl)pyrazines” F. R. Heirtzler,* M. Neuburger, M. Zehnder, E. C. Constable Liebigs Annalen/Recueil 1997, 297-301.

12 ) “Steric control of directional isomerism in dicopper(I) helicates of asymmetrically substituted 2,2':6',2":2",6'"-quaterpyridine derivatives” E. C. Constable,* F. R. Heirtzler,* M. Neuburger, M. Zehnder Journal of the American Chemical Society 1997, 119, 5606-5617.

11 ) “Selectivity in the self-assembly of directional helicates” E. C. Constable,* F. R. Heirtzler, M. Neuburger, M. Zehnder Journal of the Chemical Society, Chemical Communications 1996, 933-935

10 ) “Crystal structure of 5-(2',3',4',5'-tetrachlorophenyl)-[2.2.2]paracyclophane, C30H24Cl4” P. J. Jones, F. R. Heirtzler,* H. Hopf Zeitschrift für Kristallographie 1996, 211, 213-215.

9 ) “1,4-Bis-4'-[2.2.2]paracyclophanyl-buta-1,3-diyne and its di-{silver(I) hexafluoroantimonate} Complex” P. J. Jones, F. R. Heirtzler, H. Hopf* Acta Crystallographica 1996, C52, 1384-1388.

8 ) “(Z)-2,3-Bis-4'-[2.2.2]paracyclophanyl-but-2-ene and mu-[(Z)-2,3-bis-4'-[2.2.2]paracyclophanyl-but-2-ene]-bis[hexafluoroantimonatosilver(I)] Toluene Dichloromethane (1:1:1)” P. J. Jones, F. R. Heirtzler, H. Hopf* Acta Crystallographica 1996, C52, 1380-1384.

7 ) “Crystal structure of (E)-1-ferrocenyl-2-(4'-[2.2.2]paracyclophanyl)ethene, C36H34Fe” P. G. Jones, P. Bubenitschek, F. Heirtzler,* H. Hopf Zeitschrift für Kristallographie 1996, 211, 357-358.

6 ) “Directional ligands in helicate self-assembly” E. C. Constable,* F. R. Heirtzler, M. Neuburger, M. Zehnder Supramolecular Chemistry 1995, 5, 197-200.

5 ) “Preparation and characterization of the disilver(I) complexes of conjugated polyenes with [2.2.2]Paracyclophanyl End Groups” F. Heirtzler, H. Hopf,* P. G. Jones, P. Bubenitschek Chemische Berichte 1995, 128, 1079-1082.

4 ) “On the preparation of conjugated polyenes with [2.2.2]paracyclophanyl end groups” F. R. Heirtzler, H. Hopf,* V. Lehne, Liebigs Annalen der Chemie 1995, 1521-1528.

3 ) “Metal-induced steric control of bis-paracyclophane conformation” F. Heirtzler, H. Hopf,* P. G. Jones, P. Bubenitschek Tetrahedron Letters 1995, 36, 1239-1242.

2 ) “5,12-Methano[2.2.2]paracyclophane: a new ligand for pi-complexation in a cavity. Improved synthesis and the characterization of its silver(I) perchlorate complex” F. Heirtzler, H. Hopf,* P. G. Jones, P. Bubenitschek, V. Lehne Journal of Organic Chemistry 199*-****-****.

1 ) “Basicity of the thionamide group of alpha-aminothionamides. Attenuation of electrostatic groups by solvation” M. Paventi, F. Heirtzler, J. T. Edward* Canadian Journal of Chemistry 1986, 64, 2310-2314.

ORAL AND POSTER PRESENTATIONS

• “Recent findings in frequency-doubling metallosupramolecular complexes” 245th American Chemical Society National Meeting, New Orleans, LA, USA (April 2013).

• “Liquid Crystalline Metallocyclophanes of Pyridyl Quinoxaline-Type Ligands” (invited presentation) 67th American Chemical Society Northwest Regional Meeting, Boise, ID, USA (June 2012).

• “Self-assembled Materials for Photovoltaic Cells” Presented at Eastern Tennessee State University, Johnson City, TN, USA; Boise State University, Boise, ID, USA; University of South Dakota, Vermillion, SD, USA; Texas State University, San Marcos, TX, USA; University of North Dakota, Grand Forks, ND, USA; University of Tulsa, Tulsa, OK, USA; University of South Alabama, Mobile, AL, USA (June 2007 – March 2011).

• “Towards Double-Decker, Metallo-organic Supramolecular Mesogens” Lecture presented at Swiss Chemical Society Fall Meeting, Lausanne, Switzerland (October 2003).

• "Ongoing Work towards Liquid Crystalline, Metallo-organic Supramolecules" Held at George Washington University, Washington, DC, USA; Naval Research Laboratory, Washington, DC, USA (April 2003).

• "Preparation and Supramolecular Chemistry of 2,3-Bis[6-(2,2'-oligopyridyl)]-oligopyrazines" Held at Dublin City University, Dublin, Ireland; University of Aberdeen, Aberdeen, UK; University of Newcastle, Newcastle, UK; UMIST, Manchester, UK; Queen Mary University of London, London, UK; University of Kent, Canterbury, UK; Chemiedozententagung (Chemistry Faculty Meeting), Oldenburg, Germany; Queen's University, Belfast, UK (October 1998 – July 2002).

• “Design and implementation of a chiral molecular rotor stator” a poster presented at the Gordon Conference (Chemistry of Supramolecules and Assemblies), Waterville, ME, USA (June 2005).

• “Diastereomeric self-assembly in supramolecular coordination complexes” poster presented at 13th International Symposium on Supramolecular Chemistry, South Bend, IN; Gordon Conference (Chemistry of Supramolecules and Assemblies), Waterville, ME, USA (July 2004 – June 2005).

RESEARCH PROPOSALS

• “Self-Assembled Coaxial Nanotubes for Organic Photovoltaic Cells.” Ready for Submission.

• “Copper(I) Complexes as Extremely Powerful Non-linear Optical Materials.” In Preparation.

• “Control of boreal forest soil decomposition processes by plant secondary defense compounds.” Accepted by NSF as Co-PI.

• “Nanostructured Supramolecular Electron Donors for Photovoltaic Devices” (scientific program). Ready for submission.

• “From Dicopper(I) Complexes to Supramolecular Catalysis,” written for the Engineering and Physical Sciences Research Council. Submission precluded by closure of Kent Chemistry program.

• “Single Step Deposition of Intrinsically Polar Nonlinear Organic Layers for Electro-optics,” written for the Engineering and Physical Sciences Research Council (EPSRC). Submission, together with Dr. R. T. Bailey, University of Strathclyde, precluded by closure of Kent Chemistry program.

• “New Asymmetric Catalysts with Supramolecular Character.” Undergraduate research bursary awarded by Nuffield Foundation.

• “Supramolecular Stacking Networks,” written for the Engineering and Physical Sciences Research Council. University of Canterbury at Kent, UK.



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