Daniel Gryko's Group

METHODOLOGY → DYES → APPLICATIONS

2024

J. S. A. Badaro, A. Wrzosek, O. Morawski, A. Szewczyk, I. Deperasińska, D. T. Gryko
Strongly fluorescent indolizine-based coumarin analogs
Org. Chem. Front., 2024, 11, 6627-6641



C. Govind, E. Balanikas, G. Sanil, D. T. Gryko, E. Vauthey
Structural and solvent modulation of symmetry-breaking charge-transfer pathways in molecular triads
Chem. Sci., 2024, 15, 17362-17371



G. Y. Erdemir, I. Knysh, K. Skonieczny, D. Jacquemin, D. T. Gryko
Tetracyanoethylene as a Building Block in the π-Expansion of 1,4-Dihydropyrrolo[3,2-b]pyrroles
J. Org. Chem., 2024, 89, 15513–15522



G. D. Kumar, M. Banasiewicz, W-H. Hu, R. Hany, O. Vakuliuk, F. Nüesch, I. Deperasińska, D. T. Gryko
Charge-Transfer Modulation of Emissivity in Polarized Diketopyrrolopyrroles
ChemPhotoChem, 2024, 8, e202300293



B. Dereka, N. Maroli, Y. M. Poronik, D. T. Gryko, A. A. Kananenka
Excited-state symmetry breaking is an ultrasensitive tool for probing microscopic electric fields
Chem. Sci., 2024, 15, 15565-15576



I. Ferraboschi, J. Ovčar, K. V. Vygranenko, S. Yu, A. Minervino, A. Wrzosek, A. Szewczyk, R. Rozza, A. Magistrato, K. D. Belfield, D. T. Gryko, L. Grisanti, C. Sissa
Neutral rhodol-based dyes expressing localization in mitochondria
Org. Biomol. Chem., 2024, 22, 5886-5890



L. Magnasco, A. Lanfranchi, M. Martusciello, H. Megahd, G. Manfredi, P. Lova, B. Koszarna, D. T. Gryko, D. Comoretto
Fluorimetric Detection of Vapor Pollutants with Diketopyrrolopyrrole Polymer Microcavities
ACS Omega, 2024, 9, 42375–42385



D. Kusy, H. Song, A. Rząca, M. Banasiewicz, C. A. Barboza, D. Kim, D. T. Gryko
Efficient Electron Transfer Driven by Excited-State Structural Relaxation in Corrole–Perylenedimiide Dyad
J. Phys. Chem. Lett., 2024, 15, 5231–5238



M. B. Teimouri, I. Deperasińska, M. Rammo, M. Banasiewicz, C. W. Stark, Ł. Dobrzycki, M. K. Cyrański, A. Rebane, D. T. Gryko
Strongly Polarized π-Extended 1,4-Dihydropyrrolo[3,2-b]pyrroles Fused with Tetrazolo[1,5-a]quinolines
J. Org. Chem., 2024, 89, 4657–4672



G. D. Kumar, M. Banasiewicz, W. H. Hu, R. Hany, O. Vakuliuk, F. Nüesch, I. Deperasińska, D. T. Gryko
Charge-Transfer Modulation of Emissivity in Polarized Diketopyrrolopyrroles
ChemPhotoChem, 2024, 8, e202300293



K. Górski, D. Kusy, S. Ozaki, M. Banasiewicz, R. Valiev, S. Ranjan Sahoo, K. Kamada, G. Baryshnikov, D. T. Gryko
The interplay of intersystem crossing and internal conversion in quadrupolar tetraarylpyrrolo[3,2-b]pyrroles
J. Mater. Chem. C, 2024, 12, 1980-1987



B. Szymański, S. Ranjan Sahoo, R. Valiev, O. Vakuliuk, P. Łaski, K. N. Jarzembska, R. Kamiński, G. Baryshnikov, M. B. Teimouri, D. T. Gryko
The effect of rigidity on the emission of quadrupolar strongly polarized dyes
New J. Chem., 2024, 48, 2416-2420



N. Kaplaneris, M. Akdeniz, M. Fillols, F. Arrighi, F. Raymenants, G. Sanil, D. T. Gryko, T. Noël
Photocatalytic Functionalization of Dehydroalanine-Derived Peptides in Batch and Flow
Angew. Chem. Int. Ed., 2024, 63, e202403271



M. Tasior, O. Vakuliuk, A. Wrzosek, V. I. Vullev, A. Szewczyk, D. Jacquemin, D. T. Gryko
Quadrupolar, Highly Polarized Dyes: Emission Dependence on Viscosity and Selective Mitochondria Staining
ACS Org. Inorg. Au, 2024, 4, 248–257



2023

Verma, M. Tasior, P. Roy, S. R. Meech, D. T. Gryko, E. Vauthey
Excited-state symmetry breaking in quadrupolar pull–push–pull molecules: dicyanovinyl vs. cyanophenyl acceptors
Phys. Chem. Chem. Phys., 2023, 25, 22689-22699



J. A. Clark, D. Kusy, O. Vakuliuk, M. Krzeszewski, K. J. Kochanowski, B. Koszarna, O. O’Mari, D. Jacquemin, D. T. Gryko, V. I. Vullev
The magic of biaryl linkers: the electronic coupling through them defines the propensity for excited-state symmetry breaking in quadrupolar acceptor–donor–acceptor fluorophores
Chem. Sci., 2023, 14, 13537-13550



G. Sanil, M. Krzeszewski, W. Chaładaj, W. Danikiewicz, I. Knysh, Ł. Dobrzycki, O. Staszewska-Krajewska, M. Cyrański, D. Jacquemin, D. T. Gryko
Gold-Catalyzed 1,2-Aryl Shift and Double Alkyne Benzannulation
Angew. Chem. Int. Ed., 2023, 62, e202311123



B. Sadowski, M. Kaliszewska, G. Clermont, Y. M. Poronik, M. Blanchard-Desce, P. Piątkowski, D. T. Gryko
Realization of nitroaromatic chromophores with intense two-photon brightness
Chem. Commun., 2023, 59, 11708-11711



Y. Persky, Ł. Kielesiński, S. Nagaprasad Reddy, N. Zion, A. Friedman, H. C. Honig, B. Koszarna, M. J. Zachman, I. Grinberg, D. T. Gryko, L. Elbaz
Biomimetic Fe–Cu Porphyrrole Aerogel Electrocatalyst for Oxygen Reduction Reaction
ASC Catalysis, 2023, 13, 11012–11022



B. Bardi, K. V. Vygranenko, B. Koszarna, O. Vakuliuk, Ł. Dobrzycki, D. T. Gryko, F. Terenziani, A. Painelli
Novel Method for the Synthesis of Merocyanines: New Photophysical Possibilities for a Known Class of Fluorophores
Chem. Eur. J., 2023, 29, e202300979



Ł. K. Szychta, B. Koszarna, M. Banasiewicz, A. Sobolewski, O. O’Mari, J. A. Clark, V. I. Vullev, C. A. Barboza, D. T. Gryko
Conformation of the Ester Group Governs the Photophysics of Highly Polarized Benzo[g]coumarins
JACS Au, 2023, 3, 1918–1930



Ł. Kielesiński, F. F. Summa, J. Conradie, H. C. Honig, A. Friedman, G. Monaco, L. Elbaz, A. Ghosh, D. T. Gryko
Nonaromatic naphthocorroles
Chem. Commun., 2023, 59, 5439-5442



K. Górski, T. Ostojić, M. Banasiewicz, E. T. Ouellette, L. Grisanti, D. T. Gryko
Conversion of Ketones into Blue-Emitting Electron-Deficient Benzofurans
Chem. Eur. J., 2023, 29, e202203464



M. Krzeszewski, Ł. Dobrzycki, A. L. Sobolewski, M. K. Cyrański, D. T. Gryko
Saddle-shaped aza-nanographene with multiple odd-membered rings
Chem. Sci., 2023, 14, 2353-2360



2022

D. T. Gryko, M. Tasior
Corroles and Contracted Porphyrins
Fundamentals of Porphyrin Chemistry: A 21st Century Approach



G. Sanil, B. Koszarna, Y. M. Poronik, O. Vakuliuk, B. Szymański, D. Kusy, D. T. Gryko
Chapter Five - The chemistry of 1,4-dihydropyrrolo[3,2-b]pyrroles
Advances in Heterocyclic Chemistry



G. D. Kumar, M. Banasiewicz, A. Wrzosek, O. O’Mari, M. Zochowska, V. I. Vullev, D. Jacquemin, A. Szewczyk, D.T. Gryko
A sensitive zinc probe operating via enhancement of excited-state intramolecular charge transfer
Org. Biomol. Chem., 2022, 20, 7439-7447



M. Krzeszewski, S. Modrzycka, M. H. E. Bousquet, D. Jacquemin, M. Drąg, D. T. Gryko
Green-Emitting 4,5-Diaminonaphthalimides in Activity-Based Probes for the Detection of Thrombin
Org. Lett., 2022, 24, 5602-5607



H. Megahd, P. Lova, S. Sardar, C. D’Andrea, A. Lanfranchi, B. Koszarna, M. Patrini, D. T. Gryko, D. Comoretto
All-Polymer Microcavities for the Fluorescence Radiative Rate Modification of a Diketopyrrolopyrrole Derivative
ACS Omega, 2022, 7, 15499-15506



S. Stecko, D. T. Gryko
Multifunctional Heteropentalenes: From Synthesis to Optoelectronic Applications
JACS Au, 2022, 2, 1290-1305



Ł. Kielesiński, I. Deperasińska, O. Morawski, K. V. Vygranenko, E. T. Ouellette, D. T. Gryko
Polarized, V-Shaped, and Conjoined Biscoumarins: From Lack of Dipole Moment Alignment to High Brightness
J. Org. Chem., 2022, 87, 5961-5975



P. Kowalczyk, M. Tasior, S. Ozaki, K. Kamada, D. T. Gryko
From 2,5-Diformyl-1,4-dihydropyrrolo[3,2-b]pyrroles to Quadrupolar, Centrosymmetric Two-Photon-Absorbing A-D-A Dyes
Org. Lett., 2022, 24, 2551-2555



B. Sadowski, D. Mierzwa, S. Kang, M. Grzybowski, Y. M. Poronik, A. L. Sobolewski, D. Kim, D. T. Gryko
Tuning the aromatic backbone twist in dipyrrolonaphthyridinediones
Chem. Commun., 2022, 58, 3697-3700



G. Dinesh Kumar, M. Banasiewicz, A. Wrzosek, R. P. Kampa, M. H. E. Bousquet, D. Kusy, D. Jacquemin, A. Szewczyk, D. T. Gryko
Probing the flux of mitochondrial potassium using an azacrown-diketopyrrolopyrrole based highly sensitive probe
Chem. Commun., 2022, 58, 4500-4503



J. S. A. Badaro, B. Koszarna, M. H. E. Bousquet, E. T. Ouellette, D. Jacquemin, D. T. Gryko
The Krohnke synthesis of benzo[a]indolizines revisited: towards small, red light emitters
Org. Chem. Front., 2022, 9, 1861-1874



Y. M. Poronik, B. Sadowski, K. Szychta, F. H. Quina, V. I. Vullev, D. T. Gryko
Revisiting the non-fluorescence of nitroaromatics: presumption versus reality
J. Mater. Chem. C, 2022, 10, 2870-2904



K. V. Vygranenko, Y. M. Poronik, M. H. E. Bousquet, O. Vakuliuk, D. Jacquemin, D. T. Gryko
Direct transformation of coumarins into orange-red emitting rhodols
Chem. Commun., 2022, 58, 1542-1545



2021

B. Sadowski, M. Kaliszewska, Y. M. Poronik, M. Czichy, P. Janasik, M. Banasiewicz, D. Mierzwa, W. Gadomski, T. D. Lohrey, J. A. Clark, M. Łapkowski, B. Kozankiewicz, V. I. Vullev, A. L. Sobolewski, P. Piatkowski, D. T. Gryko
Potent strategy towards strongly emissive nitroaromatics through a weakly electron-deficient core
Chem. Sci., 2021, 12, 14039-14049



M. Tasior, P. Kowalczyk, M. Przybył, M. Czichy, P. Janasik, M. H. E. Bousquet, M. Łapkowski, M. Rammo, A. Rebane, D. Jacquemin, D. T. Gryko
Going beyond the borders: pyrrolo[3,2-b]pyrroles with deep red emission
Chem. Sci., 2021, 12, 15935-15946



M. L. Hupfer, B. Koszarna, S. Ghosh, D. T. Gryko, M. Presselt
Langmuir-Blodgett Films of Diketopyrrolopyrroles with Tunable Amphiphilicity
Langmuir, 2021, 37, 10272-10278



K. Górski, I. Deperasińska, G. V. Baryshnikov, S. Ozaki, K. Kamada, H. Agren, D. T. Gryko
Quadrupolar Dyes Based on Highly Polarized Coumarins
Org. Lett., 2021, 23, 6770-6774



M. Pieczykolan, J. B. Derr, A. Chrayteh, B. Koszarna, J. A. Clark, O. Vakuliuk, D. Jacquemin, V. I. Vullev, D. T. Gryko
The Synthesis and Photophysical Properties of Weakly Coupled Diketopyrrolopyrroles
Molecules, 2021, 26, 4744



A. J. Wierzba, D. T. Gryko, D. Gryko
Acylation of electrophilic bicyclo[1.1.0]butanes via Co/Ni-catalyzed reductive cross-coupling
J. Porph. Phthal., 2021, 25, 630-638



M. Krzeszewski, M. Tasior, M. Grzybowski, D. T. Gryko
Synthesis of Tetraaryl-, Pentaaryl-, and Hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles
Org. Synth., 2021, 98, 242-262



K. V. Vygranenko, Y. M. Poronik, A. Wrzosek, A. Szewczyk, D. T. Gryko
Red emissive sulfone-rhodols as mitochondrial imaging agents
Chem. Commun., 2021, 57, 7782-7785



Ł. Kielesiński, O. W. Morawski, C. A. Barboza, D. T. Gryko
Polarized Helical Coumarins: [1,5] Sigmatropic Rearrangement and Excited-State Intramolecular Proton Transfer
J. Org. Chem., 2021, 86, 6148-6159



M. Jacquet, M. Izzo, S. Osella, S. Kozdra, P. P. Michałowski, D. Gołowicz, K. Kazimierczuk, M. T. Gorzkowski, A. Lewera, M. Teodorczyk, B. Trzaskowski, R. Jurczakowski, D. T. Gryko, J. Kargul
Development of a universal conductive platform for anchoring photo- and electroactive proteins using organometallic terpyridine molecular wires
Nanoscale, 2021, 13, 9773-9787



M. Krzeszewski, Ł. Dobrzycki, A. L. Sobolewski, M. K. Cyrański, D. T. Gryko
Bowl-Shaped Pentagon- and Heptagon-Embedded Nanographene Containing a Central Pyrrolo[3,2-b]pyrrole Core
Angew. Chem. Int. Ed., 2021, 60, 14998-15005



A. Friedman, N. R. Samala, H. C. Honig, M. Tasior, D. T. Gryko, L. Elbaz, I. Grinberg
Control of Molecular Catalysts for Oxygen Reduction by Variation of pH and Functional Groups
ChemSusChem, 2021, 14, 1886-1892



R. Orłowski, J. A. Clark, J. B. Derr, E. M. Espinoza, M. F. Mayther, O. Staszewska-Krajewska, J. R. Winkler, H. Jędrzejewska, A. Szumna, H. B. Gray, V. I. Vullev, D. T. Gryko
Role of intramolecular hydrogen bonds in promoting electron flow through amino acid and oligopeptide conjugates
PNAS, 2021, 118, e2026462118



J. A. Clark, R. Orłowski, J. B. Derr, E. M. Espinoza, D. T. Gryko, V. I. Vullev
How does tautomerization affect the excited-state dynamics of an amino acid-derivatized corrole?
Photosynthesis Research, 2021, 148, 67-76



G. D. Kumar, M. Banasiewicz, D. Jacquemin, D. T. Gryko
Switch-On Diketopyrrolopyrrole-Based Chemosensors for Cations Possessing Lewis Acid Character
Chem. Asian J., 2021, 16, 355-362



M. Tasior, P. Gajewski, O. Vakuliuk, D. T. Gryko
Novel donor-acceptor systems bearing an isoxazol-5-one core
ARKIVOC, 2021, 2, 17-24



2020

Y. M. Poronik, G. V. Baryshnikov, I. Deperasińska, E. M. Espinoza, J. A. Clark, H. Agren, D. T. Gryko, V. I. Vullev
Deciphering the unusual fluorescence in weakly coupled bis-nitro-pyrrolo[3,2-b]pyrroles
Commun. Chem., 2020, 3, 190



M. Tasior, O. Vakuliuk, D. Koga, B. Koszarna, K. Górski, M. Grzybowski, Ł. Kielesiński, M. Krzeszewski, D. T. Gryko
Method for the Large-Scale Synthesis of Multifunctional 1,4-Dihydro-pyrrolo[3,2-b]pyrroles
J. Org. Chem., 2020, 85, 13529-13543



A. Nowak-Król, B. Koszarna, M. Krzeszewski, T. D. Lohrey, J. Arnold, D. T. Gryko
Access to Corrole-Appended Persubstituted Benzofurans by a Multicomponent Reaction: The Dual Role of p-Chloranil
Org. Lett., 2020, 22, 8139-8143



K. Skonieczny, I. Papadopoulos, D. Thiel, K. Gutkowski, P. Haines, P. M. McCosker, A. D. Laurent, P. A. Keller, T. Clark, D. Jacquemin, D. M. Guldi, D. T. Gryko
How To Make Nitroaromatic Compounds Glow: Next-Generation Large χ-Shaped, Centrosymmetric Diketopyrrolopyrroles
Angew. Chem. Int. Ed., 2020, 59, 16104-16113



Z. Szakács, M. Tasior, D. T. Gryko, E. Vauthey
Change of Quadrupole Moment upon Excitation and Symmetry Breaking in Multibranched Donor-Acceptor Dyes
ChemPhotoChem, 2020, 21, 1718-1730



Ł. G. Łukasiewicz, M. Rammo, C. Stark, M. Krzeszewski, D. Jacquemin, A. Rebane, D. T. Gryko
Ground- and Excited-State Symmetry Breaking and Solvatofluorochromism in Centrosymmetric Pyrrolo[3,2-b]pyrroles Possessing two Nitro Groups
ChemPhysChem, 2020, 4, 508-519



D. C. Young, M. Tasior, A. D. Laurent, Ł. Dobrzycki, M. K. Cyrański, N. Tkachenko, D. Jacquemin, D. T. Gryko
Photostable orange-red fluorescent unsymmetrical diketopyrrolopyrrole-BF2 hybrids
J. Mater. Chem. C, 2020, 8, 7708-7717



Y. Qin, C. Schnedermann, M. Tasior, D. T. Gryko, D. G. Nocera
Direct Observation of Different One- and Two-Photon Fluorescent States in a Pyrrolo[3,2-b]pyrrole Fluorophore
J. Phys. Chem. Lett., 2020, 11, 4866-4872



O. W. Morawski, Ł. Kielesiński, D. T. Gryko, A. L. Sobolewski
Highly Polarized Coumarin Derivatives Revisited: Solvent-Controlled Competition Between Proton-Coupled Electron Transfer and Twisted Intramolecular Charge Transfer
Chem. Eur. J., 2020, 26, 7281-7291



M. Pieczykolan, B. Sadowski, D. T. Gryko
An Efficient Method for the Programmed Synthesis of Multifunctional Diketopyrrolopyrroles
Angew. Chem. Int. Ed., 2020, 59, 7528-7535



Y. M. Poronik, F. Ambicki, S.-M. Tseng, P.-T. Chou, I. Deperasińska, D. T. Gryko
How an Eight-Membered Ring Alters the Rhodamine Chromophore
J. Org. Chem., 2020, 85, 5973-5980



A. Minotto, P. A. Haigh, Ł. G. Łukasiewicz, E. Lunedei, D. T. Gryko, I. Darwazeh, F. Cacialli
Visible light communication with efficient far-red/near-infrared polymer light-emitting diodes
Light: Science & Applications, 2020, 9, 90



K. Gutkowski, K. Skonieczny, M. Bugaj, D. Jacquemin, D. T. Gryko
N-Arylation of Diketopyrrolopyrroles with Aryl Triflates
Chem. Asian J., 2020, 15, 1369-1375



I. Benkyi, O. Staszewska-Krajewska, D. T. Gryko, M. Jaszuński, A. Stanger, D. Sundholm
Interplay of Aromaticity and Antiaromaticity in N-Doped Nanographenes
J. Phys. Chem. A, 2020, 124, 695-703



T. Kim, W. Kim, O. Vakuliuk, D. T. Gryko, D. Kim
Two-Step Charge Separation Passing Through the Partial Charge-Transfer State in a Molecular Dyad
J. Am. Chem. Soc., 2020, 142, 1564-1573



S. Hatanaka, T. Ono, Y. Yano, D. T. Gryko, Y. Hisaeda
Tris(pentafluorophenyl)borane-pyrrolo[3,2-b]pyrrole Hybrids: Solid-State Structure and Crystallization-Induced Enhanced Emission
ChemPhotoChem, 2020, 4, 138-143



M. Grzybowski, B. Sadowski, H. Butenschön, D. T. Gryko
Synthetic Applications of Oxidative Aromatic Coupling - from Biphenols to Nanographenes
Angew. Chem. Int. Ed., 2020, 59, 2998-3027



J. P. Lewtak, B. Koszarna, M. K. Charyton, D. T. Gryko
Extending a porphyrin chromophore via fusion with naphthalene
J. Porph. Phthal., 2020, 24, 448-455



B. Sadowski, D. J. Stewart, A. T. Phillips, T. A. Grusenmeyer, J. E. Haley, T. M. Cooper, D. T. Gryko
From Dipyrrolonaphthyridinediones to Quinazolinoindolizinoindolizinoquinazolines
J. Org. Chem., 2020, 85, 284-290



Papers from 1995 to 2019