Christos P. Constantinides

Publications

From the University of Michigan – Dearborn

  1. Chrysochos, N.; Constantinides, C. P.; Leitus, G. M.; Kourtellaris, A.; Lawson, D. B.; Mercè, D.; Ribas-Ariño, J.; Carvajal, M. A.; Zissimou, G. A.; Nicolaides, C.; Trypiniotis, T.; Koutentis, P. A. “Temperature-Dependent Antiferromagnetic Exchange along 1D Linear Regular Chains of the Phthalonitrile Blatter Radical” Cryst. Growth Des., 2023, 23, 8939-8952. DOI:10.1021/acs.cgd.3c00999

  2. Nicolaides, C.; Bazzi, F.‡; Vouros, E.; Flesariu, D. F.; Chrysochos, N.; Koutentis, P. A.; Constantinides, C. P.; Trypiniotis, T. “Metal-Free Organic Radical Spin Source” Nano Lett., 2023, 23, 4579-4586. DOI:10.1021/acs.nanolett.3c01044

  3. Obijalska, E.; Pietrzak, A.; Constantinides, C. P.; Sommer, R. D.; Kaszynski, P. “Super stable Blatter radicals through ArLi additions: surprising chemistry of 7-(trifluoromethyl)benzo[e][1,2,4]triazine” Chem. Commun., 2023, 59, 4008-4011. DOI:10.1039/D3CC00832K

  4. Perras, F. A.; Matsuki, Y.; Southern, S. A.; Dubroca, T.; Flesariu, D. F.; Van Tol, J.; Constantinides, C. P.; Koutentis, P. A. “Mechanistic origins of methyl-driven Overhauser DNP” J. Chem. Phys., 2023, 158, 154201. DOI:10.1063/5.0149664

  5. Boudalis, A. K.; Constantinides, C. P.; Chrysochos, N.; Carmieli, R.; Leitus, G.; Kourtellaris, A.; Lawson, D. B.; Koutentis, P. A. “Deciphering the ground state of a C3-symmetrical Blatter-type triradical by CW and pulse EPR spectroscopy” J. Magn. Reason., 2023, 349, 107406. DOI:10.1016/j.jmr.2023.107406

  6. Broadhurst, E. T.; Wilson, C. J. G.; Zissimou, G. A.; Padron Gomez, M. A.; Vasconcelos, A. M. L.; Constantinides, C. P.; Koutentis, P. A.; Ayala, A. P.; Parsons, S. “The Effect of High Pressure on Polymorphs of a Derivative of Blatter’s Radical: Identification of the Structural Signatures of Subtle Phase Transitions” Cryst. Growth Des., 2023, 23, 1915-1924. DOI:10.1021/acs.cgd.2c01422

  7. Perras, F. A.; Flesariu, D. F.; Southern, S. A.; Nicolaides, C.; Bazak, J. D.; Washton, N. M.; Trypiniotis, T.; Constantinides, C. P.; Koutentis, P.A. “Methyl-Driven Overhauser Dynamic Nuclear Polarization” J. Phys. Chem. Lett., 2022, 13, 4000-4006. DOI:10.1021/acs.jpclett.2c00748

  8. Broadhurst, E. T.; Wilson, C. J. G.; Zissimou, G. A.; Nudelman, F.; Constantinides, C. P.; Koutentis P. A.; Parsons, S. “A first-order phase transition in Blatter’s radical at high pressure” Acta Crystallogr. B, 2022, B78, 107-116. DOI:10.1107/S2052520622000191

  9. Constantinides, C. P.*; Koyioni, M.; Bazzi, F.; Manoli, M.; Lawson, D. B.; Koutentis, P. A. “Crystal Structure and Solid-State Packing of 4-Chloro-5H-1,2,3-dithiazol-5-one and 4-Chloro-5H-1,2,3-dithiazole-5-thione” Molecules, 2021, 26, 5875. DOI:10.3390/molecules26195875

  10. Constantinides, C. P.*; Lawson, D. B.; Zissimou, G. A.; Berezin, A. A.; Mailman, A.; Manoli, M.; Kourtellaris, A.; Leitus, G. M.; Clérac, R.; Tuonomen, H. M.; Koutentis, P. A. “Polymorphism in a π stacked Blatter radical: structures and magnetic properties of 3-(phenyl)-1-(pyrid-2-yl)-1,4-dihydrobenzo[e][1,2,4]triazine-4-yl” CrystEngComm, 2020, 22, 5453-5463. DOI:10.1039/D0CE00789G

  11. Bazzi, F.; Danke, A. J.; Lawson, D. B.; Manoli, M.; Leitus, G. M.; Koutentis, P. A.; Constantinides, C. P.* “1-(2-Methoxyphenyl)-3-phenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl: a tricky “structure-to-magnetism” correlation aided by DFT calculations” CrystEngComm, 2020, 22, 4306-4316. DOI:10.1039/D0CE00669F

  12. Constantinides, C. P.*; Lawson, D. B.; Berezin, A. A.; Zissimou, G. A.; Manoli, M.; Leitus, G. M.; Koutentis, P. A. “Ferromagnetic Interactions in a 1D Heisenberg Linear Chain of 1-Phenyl-3,7-bis(trifluoromethyl)-1,4-dihydro-1,2,4-benzotriazin-4-yls” CrystEngComm, 2019, 21, 4599-4606. DOI:10.1039/C9CE00739C

  13. Beldjoudi, Y.; Nascimento, M. A.; Cho, Y. J.; Yu, H.; Aziz, H.; Tonouchi, D.; Eguchi, K.; Matsuchita, M. M.; Awaga, K.; Osorio-Roman, I.; Constantinides, C. P.; Rawson, J. M.* “Multifunctional Dithiadiazolyl Radicals: Fluorescence, Electroluminescence, and Photoconducting Behavior on Pyren-1′-yl-dithiadiazolyl” J. Am. Chem. Soc., 2018, 140, 6260-6270. DOI:10.1021/jacs.7b12592

From Doctoral and Post-Doctoral studies

  1. Savva, A.C.; Mirallai, S.I.; Zissimou, G. A.; Berezin, A. A.; Demetriades, M.; Kourtellaris, A.; Constantinides, C. P.; Nicolaides, C.; Trypiniotis, T.; Koutentis, P. A.* “Preparation of Blatter Radicals via Aza-Wittig Chemistry: The Reaction of N-Aryliminophosphoranes with 1-(Het)aroyl-2-aryldiazenes”, J. Org. Chem., 2017, 82, 7564-7575. DOI:10.1021/acs.joc.7b01297

  2. Constantinides, C. P.;* Carter, E.; Eisler, D.; Beldjoudi, Y.; Murphy, D. M.; Rawson, J. M., “Effects of Halo-substitution on 2’-Chloro-5’-halo-phenyl-1,2,3,5-dithiadiazolyl Radicals: A Crystallographic, Magnetic and EPR Case Study”, Cryst. Growth Des., 2017, 17, 3017-3029. DOI:10.1021/acs.cgd.6b01700

  3. Karekla, G.; Papagiorgis, P.; Panayi, N.; Zissimou, G. A.; Constantinides, C. P.; Koutentis, P. A.; Itskos, G.;* Hayes, S. C.,* “Emission from the stable Blatter radical”, New J. Chem., 2017, 41, 8604-8613. DOI:10.1039/C7NJ00677B

  4. Kaszynski, P.;* Constantinides, C. P.; Young, V. G., “The Planar Blatter Radical: A New Paradigm in the Structural Chemistry of 1,4-Dihydrobenzo[e][1,2,4]triazin-4-yl”, Angew. Chem. Int. Ed., 2016, 55, 11149-11152. DOI:10.1002/anie.201605612

  5. Constantinides, C. P.;* Berezin, A. A.; Zissimou, G. A.; Manoli, M.; Leitus, G. M.; Koutentis, P. A.,* “The Suppression of Columnar π-Stacking in 3-Adamantyl-1-phenyl-1,4- dihydrobenzo[e][1,2,4]triazin-4-yl” Molecules, 2016, 21(5), 536. DOI:10.3390/molecules21050636 [Invited paper for the special issue “Free Radicals in Organic Synthesis”]

  6. Constantinides, C. P.; Obijalska, E.; Kaszynski, P.,* “Access to 1,4-Dihydrobenzo [e][1,2,4]triazin-4-yl Derivatives”, Org. Lett., 2016, 18, 916-919. DOI:10.1021/acs.orglett.5b03528

  7. Zissimou, G. A.; Constantinides, C. P.; Manoli, M.; Pieridou, G. K.; Hayes, S. C.; Koutentis, P. A.,* “Oxidation of Tetraphenylhexaazaathracene: Accessing a Scissor Dimer of a 16p Biscyanine” Org. Lett., 2016, 18, 1116-1119. DOI:10.1021/acs.orglett.6b00222

  8. Constantinides, C. P.; Zissimou, G. A.; Berezin, A. A.; Ioannou, T. A.; Manoli, M.; Tsokkou, D.; Theodorou, E.; Hayes, S. C.; Koutentis, P. A.,* “Tetraphenylhexaazaanthracenes: 16π Weakly Antiaromatic Species with Singlet Ground States” Org. Lett., 2015, 17, 4026-4029. DOI:10.1021/acs.orglett.5b01923 [Highlighted in SYNFACTS, 18th Sep. 2015. Ref: Synfacts 2015, 11(10), 1049.]

  9. Theodorou, E.; Ioannidou, H. A.; Ioannou, T. H.; Kalogirou, A. S.; Constantinides, C. P.; Manoli, M.; Koutentis, P. A.;* Hayes, S. C.,* “Spectroscopic Characterization of C-4 Substituted 3,5-Dichloro-4H-1,2,6-thiadiazines” S. C. RSC Adv., 2015, 5, 18471-18481. DOI:10.1039/C4RA16144K

  10. Constantinides, C. P.; Berezin, A. A.; Zissimou, G. A.; Manoli, M.; Leitus, G. M.; Bendikov, M.; Probert, M. R.; Rawson, J. M.; Koutentis, P. A.,* “A Magnetostructural Investigation of an Abrupt Spin Transition for 1-Phenyl-3-trifluoromethyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl” J. Am. Chem. Soc., 2014, 136, 11906-11909. DOI:10.1021/ja5063746 [Highlighted in JACS Spotlights, 20th Aug. 2014]

  11. Constantinides, C. P.; Eisler, D. J.; Alberola, A.; Carter, E.; Murphy, D. M.; Rawson, J. M.,* “Weakening of the π*-π* dimerisation in 1,2,3,5-dithiadiazolyl radicals: structural, EPR, magnetic and computational studies of dichlorophenyl dithiadiazolyls, Cl2C6H3CNSSN˙” CrystEngComm, 2014, 16, 7298-7312. DOI:10.1039/c4ce00308j [Invited paper for N. American IYCr celebration issue, designated hot article May 2014 and invited to contribute front cover artwork].

  12. Constantinides, C. P.; Berezin, A. A.; Manoli, M.; Leitus, G. M.; Zissimou, G. A.; Bendikov, M.; Rawson, J. M.; Koutentis, P. A.,* “Structural, Magnetic and Computational Correlations of Some Imidazolo-Fused 1,2,4‑Benzotriazinyl Radicals” Chem. Eur. J., 2014, 20, 5388-5396. DOI:10.1002/chem.201304538

  13. Constantinides, C. P.; Berezin, A. A.; Manoli, M.; Leitus, G. M.; Bendikov, M.; Rawson, J. M.; Koutentis, P. A.,* “Effective exchange coupling in alternating-chains of a π-extended 1,2,4-benzotriazin-4-yl” New J. Chem., 2014, 38, 949-954. DOI:10.1039/C3NJ01235B

  14. Berezin, A. A.; Zissimou, G.; Constantinides, C. P.; Beldjoudi, Y.; Rawson, J. M.; Koutentis, P. A.,* “Route to Benzo- and Pyrido-Fused 1,2,4-Triazinyl Radicals via N’-(Het)aryl-N’-[2-nitro(het)aryl]hydrazides” J. Org. Chem., 2014, 79, 314-327. DOI:10.1021/jo402481t

  15. Berezin, A. A.; Constantinides, C. P.; Mirallai, S. I.; Manoli, M.; Cao, L. L.; Rawson, J. M.; Koutentis, P. A.,* “Synthesis and properties of imidazolo-fused benzotriazinyl radicals” Org. Biomol. Chem., 2013, 11, 6780-6795. DOI:10.1039/c3ob41169a

  16. Constantinides, C. P.; Carter, E.; Murphy, D. M.; Manoli, M.; Leitus, G. M.; Bendikov, M.; Rawson, J. M.; Koutentis, P. A.,* “Spin-triplet excitons in 1,3-diphenyl-7-(fur-2-yl)-1,4-dihydro-1,2,4-benzotriazin-4-yl” Chem. Comm., 2013, 49, 8662-8664. DOI:10.1039/c3cc44899a

  17. Kasiouli, S.; DiStasio, F.; McDonnell, S. O.; Constantinides, C. P.; Anderson, H. L.; Cacialli, F.; Hayes, S. C.,* “Resonance Raman Investigation of β-Cyclodextrin-Encapsulated π-Conjugated Polymers” J. Phys. Chem. B, 2013, 117, 5737-5747. DOI:10.1021/jp400732h

  18. Constantinides, C. P.; Ioannou, T. A.; Koutentis, P. A.,* “Manipulating the singlet-triplet energy gaps of arene-fused bis(1,2,3-dithiazoles): A computational study” Polyhedron 2013, 64, 172-180. DOI:10.1016/j.poly.2013.03.054 [Invited paper for G. Christou special issue]

  19. Constantinides, C. P.; Koutentis, P. A.;* Rawson, J. M., “Antiferromagnetic Interactions in 1D Heisenberg Linear Chains of 7-(4-Fluorophenyl) and 7-Phenyl-Substituted 1,3-Diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl Radicals” Chem. Eur. J., 2012, 18, 15433-15438. DOI:10.1002/chem.201202784

  20. Berezin, A. A.; Constantinides, C. P.; Drouza, C.; Manoli, M.; Koutentis, P. A.,* “From Blatter Radical to 7-Substituted 1,3-Diphenyl-1,4-dihydrothiazolo[5′,4′:4,5]benzo[1,2-e][1,2,4]triazin-4-yls: Towards Multifunctional Materials” Org. Lett., 2012, 14, 5586-5589. DOI:10.1021/ol302714j

  21. Constantinides, C. P.; Koutentis, P. A.;* Rawson, J. M., “Ferromagnetic Interactions in 1D Alternating Linear Chain of π-Stacked 1,3-Diphenyl-7-(thien-2-yl)-1,4-dihydro-1,2,4-benzotriazin-4-yl Radicals” Chem. Eur. J., 2012, 18, 7109-7116. DOI:10.1002/chem.201200248

  22. Constantinides, C. P.; Koutentis, P. A.;* Loizou, G., “Synthesis of 7-aryl/heteraryl-1,3-diphenyl-1,2,4-benzotriazinyls via palladium catalyzed Stille and Suzuki-Miyaura reactions” Org. Biomol. Chem., 2011, 9, 2122-3125. DOI:10.1039/c1ob05167a

  23. Constantinides, C. P.; Koutentis, P. A.;* Krassos, H.; Rawson, J. M.; Tasiopoulos, A. J., “Characterization and Magnetic Properties of a “Super Stable” Radical 1,3-Diphenyl-7-trifluoromethyl-1,4-dihydro-1,2,4-benzotriazin-4-yl” J. Org. Chem., 2011, 126, 2798-2806. DOI:10.1021/jo200210s

  24. Alberola, A.; Carter, E.; Constantinides, C. P.; Eisler, D. J.; Murphy, D. M.; Rawson, J. M.,* “Crystal structures, EPR and magnetic properties of 2-ClC6H4CNSSN˙ and 2,5-Cl2C6H3CNNS˙” Chem. Comm., 2011, 47, 2532-2534. DOI:10.1039/c0cc04296j

  25. Constantinides, C. P.; Koutentis, P. A.;* Schatz, J., “A DFT Study of the Ground State Multiplicities of Linear vs Angular Polyheteroacenes” J. Am. Chem. Soc., 2004, 126, 16232-16241. DOI:10.1021/ja045006t

Book Chapters and Reviews

  1. “Thiazyl Magnets” in World Scientific Reference On Spin in Organics, J. M. Rawson* and C. P. Constantinides, Vol.4, pp.95-124, February 2018. DOI:10.1142/9789813230200_0002

  2. Constantinides, C. P.; Koutentis, P. A.* “Stable N- and N/S-Rich Heterocyclic Radicals: Synthesis and Applications” Adv. Heterocycl. Chem. 2016, 119, 173-207. DOI:10.1016/bs.aihch.2016.03.001 [Invited review for the “Heterocyclic Chemistry in the 21st Century – A Tribute to Alan Katritzky” volume].

  3. “1,3,4-Thiadiazoles” in Comprehensive Heterocyclic Chemistry III, P. A. Koutentis* and C. P. Constantinides, Volume 5, Chapter 5.10, Editors: A. R. Katrizky, C. A. Ramsden, E. F. V. Scriven, R. J. K. Taylor, Volume Editor: V. V. Zhdankin, p. 566-605, 2008, Elsevier, ISBN:0080449913. DOI:10.1016/B978-008044992-0.00510-1