Department of Chemistry

Mathematics and Science Center,
Room 260
146 Library Drive
Rochester, MI 48309-4479
(location map)
(248) 370-2320
fax: 370-2321

Evan Trivedi

A headshot of Evan Trivedi.

Associate Professor Inorganic Chemistry
201 Mathematics and Science Center
(248) 370-2147


Ph.D. Inorganic Chemistry, Northwestern University, 2011
B.S. Chemistry, Purdue University, 2005

Research Interests

Light Activation and Near Infrared Light

Most molecules absorb light, and in so doing they absorb energy that promotes an electron to an excited state. The energy from this excited state can lead to a number of useful processes. The prime example of this type of chemistry in nature is the action of chlorophyll in plants; it absorbs light and transfers energy through the protein photosystems to produce carbohydrate chemical energy from simple carbon dioxide.

Select classes of molecules absorb and/or emit light in the near infrared (NIR) region beyond 700 nm. This light is invisible to the human eye but has particular advantages for application in biological systems. Mammalian tissue absorbs NIR light poorly so that this light can penetrate several centimeters. Imagine an NIR light activated drug, an inch or so below the surface of the skin, that could be specifically and non-invasively "turned-on" by simply irradiating with the proper light source.

These fundamental processes are the basis of our research where we intend to develop novel molecules that are photoactive in the NIR region as fluorescent imaging agents and/or photodynamic therapeutics.

Tetrapyrrolic Macrocycles

Tetrapyrroles are abundant in nature. They are what make plants green and our blood red. These brilliant colors are indicative of a tetrapyrrole's ability to absorb light, thereby being activated for some useful function. They are fluorescent and can react with molecular oxygen to produce toxic reactive oxygen species (ROS). They are rigid and planar, allowing them to
bind DNA, and hydrophobic, promoting interactions with blood proteins. These properties, taken together, make tetrapyrrolic macrocycles excellent candidates as diagnostic/therapeutic agents for a range of diseases, including cancer and myocardial infarction. We intend to develop synthetic methods for the high-yield production of low symmetry tetrapyrroles.

Lanthanide Coordination Chemistry

Lanthanide metals are of the rare-earth family but they are not all that rare. Members of the lanthanide series are abundant on earth at the same order of magnitude as nickel, copper, and zinc. Furthermore, lanthanides possess the electronically unique f-orbitals that impart many interesting properties. We are particularly interested in the metal-based luminescence of lanthanide ions. Sensitization of this luminescence requires an organic "antenna" to transfer energy and we aim to develop proper ligand systems to achieve this task. An important parameter that we hope to exploit is a ligand system with synthetic tunability of electronic structure, while allowing the selective addition of solubleizing groups for application in biological systems.

Recent Publications

(17) Nguyen, T.G., Chow, C.Y., Eliseeva, S.V., Trivedi, E.R., Kampf, J.W., Martinic, I., Petoud, S., Pecoraro, V.L., "One-step Assembly of Visible and Near-infrared Emitting Metallacrown Dimers Using a Bifunctional Linker." Chem. Eur. J., 2018, 24, 1031

(16) Farnsworth, J.M., Chaudhary, N., Zeller, M., Trivedi, E.R., "Heterobimetallic 3d-4f (Zn/La) {6,6'-Dimethoxy-2,2'-[naphthalene-2,3-diylbis(nitrilomethylidyne)]diphenolato}-pyridylzinc(II)-tris(nitrato-O,O')lanthanum(III) monohydrate." Molbank, 2017, 4, M965

(15) Sejdarasi, L., McAuliffe, K.J., Corbin, B.A., Trivedi, E.R., "Synthesis and Characterization of Mixed Fluorinated Phenylthio- Subphthalocyanines." ChemistrySelect, 2017, 2, 7417-7420

(14) Kandela, I.K., McAuliffe, K.J., Cochran, L.E., Barrett, A.G.M., Hoffman, B.M., Mazar, A.P., Trivedi, E.R., "Discovery of the Anti-tumor Effects of a Porphyrazine Diol (Pz 285) in MDA-MB-231 Breast Tumor Xenograft Models in Mice." ACS Med. Chem. Lett., 2017, 8 (7), 705-709

(13) McAuliffe, K.J., Kaster, M.A., Szlag, R.G., Trivedi, E.R., "Low-symmetry Mixed Fluorinated Subphthalocyanines as Fluorescence Imaging Probes in MDA-MB-231 Breast Tumor Cells." Int. J. Mol. Sci., 2017, 18, 1177

(12) Sgarlata, C., Guiffrida, A., Trivedi, E.R., Pecoraro, V.L., Arena, G., "Anion Encapsulation Drives the Formation of Dimeric Gd(III) [15-Metallacrown-5] Compartments in Aqueous Solution." Inorganic Chemistry, 2017, 56, 4771-4774

(11) Young, J., Schafer, C., Solan, A., Baldrica, A., Belcher, M., Nisanci, B., Wheeler, K.A., Trivedi, E.R., Torok, B., Dembinski, R., " Regioselective "hydroamination" of alk-3-ynones with non-symmetrical o-phenylenediamines. Synthesis of diversely substituted 3H-1,5-benzodiazepines via (Z)-3-amino-2-alkenones." RSC Adv., 2016, 6, 107081-107093.

(10) Chow, C.T., Eliseeva, S.V., Trivedi, E.R., Nguyen, T.N., Kampf, J.W., Petoud, S., Pecoraro, V.L., "Ga3+/Ln3+ Metallacrowns: A Promising Family of Highly Luminescent Lanthanide Complexes that Covers Visible and Near-Infrared Domains." J. Am. Chem. Soc., 2016, 138, 5100-5109

(9)  Chow, C.Y., Trivedi E.R., Pecoraro, V.L., Zaleski, C.M., "Heterometallic Mixed 3d-4f Metallacrowns: Structural versatility, luminescence and molecular magnetism." Comments on Inorganic Chemistry, 2015, 35, 214-253 DOI

(8) Trivedi, E.R., Eliseeva, S.V., Jankolovits, J., Olmstead, M.M., Petoud, S., Pecoraro, V.L., “Highly  Emitting Near-Infrared Luminescent Lanthanide “Encapsulated Sandwich” Metallacrown Complexes with Excitation Shifted Toward Lower Energy.” J. Am. Chem. Soc., 2014, 136, 1526–1534

(7) Trivedi, E.R., Ma, Z., Waters, E.A., Macrenaris, K.W., Subramanian, R., Barrett, A.G.M., Meade, T.J., Hoffman, B.M., “Synthesis and Characterization of a Porphyrazine – Gd(III) MRI Contrast Agent and in vivo Imaging of a Breast Cancer Xenograft Model” Contrast Media Mol. I., 2014, 9, 313-322

(6) Trivedi, E.R., Blumenfeld, C.M., Wieglos, T., Pokropinski, S., Dande, P., Hai, T.T., Barrett, A.G.M., Hoffman, B.M., “Multi-gram synthesis of a porphyrazine platform for cellular translocation, conjugation to Doxorubicin and cellular uptake.” Tet. Lett. 2012, 53, 5475

(5) Trivedi, E.R., Lee, S., Zong, H., Blumenfeld, C.M., Barrett, A.G.M., Hoffman B.M., “Synthesis of Heteroatom Substituted Naphthoporphyrazine Derivatives with Near-Infrared Absorption and Emission.” J. Org. Chem., 2010, 75, 1799-1802

(4) Song, Y., Zong, H., Trivedi, E.R., Vesper, B.J., Waters, E.A., Barrett, A.G.M., Radosevich, J.A., Hoffman, B.M., Meade, T.J., “Synthesis and Characterization of New Porphyrazine-Gd(III) Conjugates as Multimodal MR Contrast Agents.” Bioconj. Chem., 2010, 21, 2267-2275

(3) Trivedi, E.R., Harney, A.S., Olive, M.B., Podgorski, I., Moin, K., Sloane, B.F., Barrett, A.G.M., Meade, T.J., Hoffman, B.M., “Chiral porphyrazine near-IR optical imaging agent exhibiting preferential tumor accumulation.” Proc. Natl. Acad. Sci. (USA), 2010, 107, 1284-1288

(2) Trivedi, E.R., Vesper, B.J., Weitman, H., Ehrenberg, B., Barrett, A.G.M., Radosevich, J.A., Hoffman, B.M., “Chiral bis-Acetal Porphyrazines as Optical Agents for the Diagnosis and Treatment of Cancer.” Photchem. Photobiol., 2010, 86, 410-417

(1) Ison, E.A., Trivedi, E.R., Corbin, R.A., Abu-Omar, M.M.  Mechanism for Reduction Catalysis by Metal Oxo:  Hydrosilation of Organic Carbonyl Groups Catalyzed by a Rhenium(V) Oxo Complex. J. Am. Chem. Soc. 2005, 127, 15374-15375