Joshua Smith

Organometallic Aryne Chemistry

Attempts are being made to synthesize, and, perhaps, directly observe small aryns (e.g., benzyne) bound to the metals facially. These complexes are expected to open new routes to a new class of substituted aromatic metal complexes by reactions with nucleophiles and to allow novel entries into the synthesis of new and interesting bicyclic ring systems after trapping with dienes in situ.

Molecular Electronics

Using molecules as electronic components has become a major field of chemical research recently. This is partly driven by the need for smaller components for computer processors as we approach the size limit of silicon semiconductors. The main focus of this research is to find candidates for single molecule wires. One such system is based on a Si-alkyne backbone. The electrons will move along the wire via hyperconjugation of the Si sigma and C-C triple bond pi systems. The wire's properties will be varied by changing the groups attached to the Si. At this point the desired molecules have been synthesized, but we have yet to test their conductivity in a real world setting. They have been found to posess interesting conugative behavior, though.

Organic Photovoltaics

Traditional photovoltaic (PV) substrates are primarily based on crystals of inorganic compounds (e.g., silicon). The inorganic PV substrates have proven to be reliable and efficient and are used in a wide variety of applications from providing power to street signs to powering the International Space Station. Traditional, inorganic based solar cells, however, are relatively expensive to manufacture (although costs are declining) and have limitations in terms of their flexibility, i.e., they are rigid. Solar cells manufactured using organic photovoltaic (OPV) compounds are less expensive to produce and can be made on a flexible plastic sheet. They have not yet been found to be as efficient and robust as inorganic PVs, but these differences are being reduced every year. The efficiency of a solar cell becomes less important when one considers the cost of manufacturing and the versatility of having a flexible solar cell may bring.

Currently we are attempting to synthesize an acceptor molecule that may be used in an OPV cell. It is composed of a phenylpyridylthiadiazole moiety. Once synthesized a cell will be fabricated and tested.

Specialty Area

Organic, Organometallic, Physical Organic, Computational Chemistry, Molecular Electronics, and Organic Photovoltaic Chemistry

Education

Postdoctoral Research Assistant, University of Colorado
PhD Chemistry (1999) Dartmouth College
BA Chemistry (1994) Simon's Rock College of Bard

Courses Taught

Being a Scientist in the 21st Century (SCI 100)
Fundamentals of Chemistry (CHEM 107)
General Chemistry I (CHEM 109)
Brief Organic Chemistry (CHEM 228)
Organic Chemistry (CHEM 324/324L & 325/325L)
NMR Spectroscopy (CHEM 323)
Molecular Modeling (CHEM 330)
Advanced Organic Chemistry (CHEM 480)
Seminar (CHEM 485)

Publications

Castillo, A.O.; Smith, J.R. "Design of Possible Organic Photovoltaic Compounds and Their Initial Computational Assessment" IdeaFest: Interdisciplinary Journal of Creative Works and Research from Cal Poly Humboldt, vol 6, (1), paper 7. https://digitalcommons.humboldt.edu/ideafest/vol6/iss1/7/
13. Ayub, R.; El Bakouri, O.; Smith, J.R.; Jorner, K.; Ottosson, H. “Triplet State Baird Aromaticity in Macrocycles: Scope, Limitations, and Complications” J. Phys. Chem. A., 2021, 125, 570-584.

 

12. El Bakouri, O.; Smith,J.R.; Ottosson, H. “Strategies for Design of Potential Singlet Fission Chromophores Utilizing a Combination of Ground-State and Excited-State Aromaticity Rules” J. Amer. Chem. Soc., 2020, 142, 5602-5617.

 

11. Sprowles, A., K. Goldenberg, P.D. Goley, S. Ladwig, F. Shaughnessy, K.J. Malloy, C.R. Baldy, M.M. Mola, J.R. Smith, M.A. Hemphill-Haley, M.J. Michalak, C.P. Till, A.P. O’Dowd, G. Black, P.L. Siering, E. Cashman, A.M.F. Tomescu, M.P. Hurst, B. Mazzag, S. Manor, D.R. Oliver, J.R. Dunk, J. Abel, M.S. Gunther, A. Buchheister, R. Saunders, J. Floss, E. Sullivan, S. Ben-Zvi, and M.D. Johnson (2019), Place-Based Learning Communities on a Rural Campus: Turning Challenges into Assets, Learning Communities Research and Practice, 7(1), Article 6, https://washingtoncenter.evergreen.edu/lcrpjournal/vol7/iss1/6/

 

10. Amezcua, Jr., M.A.; Bell-Wilson, K.G.; Davenport, D.A.; Gossow-Smith, K.S.; Hays, J.R.; Henderson, T.D.; Ojeda, M.T.; Pfeifer, W.D.; Shafik, S.A.; Ward, M.H.; Yu, R.; Lu, C.R.; Smith, J.R.; Zoellner, R.W. “Replication of a Published Materials Science Synthesis: An Impromptu Upper-Division Undergraduate Inorganic Chemistry Laboratory Experiment” The Chemical Educator, 2016, 21, 215.

 

9. Junk, C.P.; He, Y.; Zhang, Y.; Smith, J.R.; Gleiter, R.; Kass, S.R.; Jasinski, J.P.; Lemal,D.M. "Synthesis and Properties of the Strained Alkene Perfluorobicyclo[2.2.0]hex-1(4)-ene" J. Org. Chem., 2015, 80, 1523-1532.

 

8. Emanuelsson, R.; Wallner, A.; Ng, E.A.M.; Smith, J.R.; Nauroozi, D.; Ott, S.; Ottosson, H. "Cross-Hyperconjugation: An Unexplored Orbital Interaction between π-Conjugated and Saturated Molecular Segments" Angewandte Chemie, International Edition, 2013, 52 (3), 983-987.

 

7. Jiang, J.; Smith, J.R. Luo, Y.; Grennberg, H.; Ottosson, H. "Multidecker Bis(benzene)chromium: Opportunities for Design of Rigid and Highly Flexible Molecular Wires" J. Phys. Chem. C, 2011, 115 (3), 785–790.

 

6. Khobragade, D.; Stensrud, E.S.; Mucha, M.; Smith, J.R.; Pohl,R.; Stibor, I.; Josef Michl, J. "Preparation of Covalent Long-Chain Trialkylstannyl and Trialkylsilyl Salts and an Examination of their Adsorption on Gold" Langmuir, 2010, 26 (11), 8483–8490.

 

5. Zhu, J.; Dahlstrand, C.; Smith, J.R.; Villaume, S.; Ottosson, H. "On the Importance of Clar Structures of Polybenzenoid Hydrocarbons as Revealed by the π-Contribution to the Electron Localization Function." Symmetry 2010, 2, 1653-1682.

 

4. Gunst, P.; Smith J.R. "High Curvature Molecular Structure" Proceedings of The National Conference on Undergraduate Research (NCUR) 2006, University of North Carolina, Asheville, April 6-8, 2006.

 

3. Peter F. H. Schwab, Joshua R. Smith, and Josef Michl "Synthesis and Properties of Molecular Rods. 2. Zig-Zag Rods" Chemical Reviews 2005, 105, 1197-1280.

 

2. William F. Wood, Joshua R. Smith, Kjirsten Wayman, David L. Largent "Indole and 3-chloroindole: The source of the disagreeable odor of Hygrophorus paupertinus" Mycologia 2003, 95, 807-808.

 

1. Clark, I.T.; Smith J.R. "1,2-Dehydro-benzene, -cyclopentadienyl, and -cyclobutadiene Metal Complexes." Proceedings of The National Conference on Undergraduate Research (NCUR) 2002, University of Wisconsin, Whitewater, April 25-27, 2002.