Mathias Senge
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mathiassenge.bsky.social
Mathias Senge
@mathiassenge.bsky.social
540 followers 130 following 40 posts
Chair of Organic Chemistry - TCD, Hans Fischer Senior Fellow - TU Munich. Organic synthesis, light, structures, porphyrins in all shapes and historical settings
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mathiassenge.bsky.social
new preprint out in @chemrxiv.org on how fixate #porphyrin #atropisomers via metal coordination chemrxiv.org/engage/chemr...
work at @ias-tum.bsky.social @tcddublin.bsky.social and supported by @tum.de @researchireland.ie stay tuned 😉
Porphyrin atropisomerism is an outstanding tool for the accessibility of shape specific molecules, yet over twenty years after the unusual rotational barriers of nonplanar porphyrins was observed, a quantitative relationship remains at large. There is a growing need to control this phenomenon in nonplanar porphyrin systems due to the mounting interest in these systems as enzyme-mimics and organocatalysts. Hence, in this work the influence of steric bulk on the stability of nonplanar 5,10,15,20-tetraaryl-2,3,7,8,12,13,17,18-octaethyl-porphyrin atropisomers was explored. The library of atropisomeric porphyrins synthesized herein emphasizes the delicate balance that must be achieved between steric bulk without inducing an undesired amount of macrocycle flexibility to obtain an atropisomer with a predictable rotational barrier. To overcome this challenge, a stabilization strategy was devised by exploiting metal coordination to the peripheral porphyrin functionalities, leading to an atroposelective superstructure formation.
November 20, 2025 at 6:21 PM
mathiassenge.bsky.social
New researchers in the group @TCD_Chemistry 😀@esnireland.bsky.social #Erasmus students #SimonSackmaier @kit.edu 🇩🇪 and #MiaRescher @unimainz.bsky.social 🇩🇪 and further education student #ClodaghButtimer from @DIFEedu 🇮🇪 ⚗️🧪
October 28, 2025 at 5:09 PM
mathiassenge.bsky.social
Many congratulations to #FabioSantanni
our #MSCA @mariescurie-ire.bsky.social
fellow for the award "Premio Città di Firenze" 🏆for his PhD thesis: "Molecular Approaches for Quantum Technologies" with #RobertaSessoli @UNI_FIRENZE 😀🎉🥳
October 21, 2025 at 7:34 AM
mathiassenge.bsky.social
This Friday is #EuropeanResearchersNight ⚗️🧪Come visit us and other research groups @TCD_Chemistry
in @tcdTBSI @TCD_Chemistry @tcddublin.bsky.social . Everyone is welcome 📢! Great science and fun people 👨‍🔬👩‍🔬😀#porphyrins #chlorophyll #cubane #BODIPY #PDT #bicyclopentane @researchireland.ie
September 23, 2025 at 3:15 PM
mathiassenge.bsky.social
Out in @JOC_OL
#JOC: Synthesis and Optical Properties of Unsymmetric Aromatically π-Extended #BODIPY. Great collaboration with #MikhailFilatov @TUDubChemBPharm
@TCD_Chemistry
😀 pubs.acs.org/doi/full/10.... plus #sciart cover picture 🎨. Funded by @researchireland.ie
A series of unsymmetrically substituted BODIPY dyes featuring fused benzo- or naphtho-fragments on one pyrrolic unit were synthesized from the corresponding pyrrolic precursors. The synthetic route was optimized using a modular approach based on the condensation of formylpyrroles with alkylpyrroles, enabling the identification of precursor combinations that minimize byproduct formation and improve preparative yields. The resulting benzo- and naphtho-fused BODIPYs display intense fluorescence in the red region, with emission maxima spanning 590–680 nm and fluorescence quantum yields ranging from 0.27 to 0.84. Their two-photon absorption (2PA) properties were studied both experimentally and computationally. An increase in the two-photon absorption cross-section with an increase in the size of the π-conjugated system was observed, reaching 80 GM for the naphthoBODIPY derivative. These findings demonstrate the potential of π-extended BODIPY scaffolds as NIR-active fluorophores with enhanced nonlinear optical properties.
September 22, 2025 at 8:20 PM
mathiassenge.bsky.social
New semester @tcddublin.bsky.social means the next generation of scientists starting out in research. Here are Kimberley, Susan, and Anna-Sophia 🇮🇪🇮🇪🇩🇪 from @TCD_Chemistry joining us for their #capstone research project ⚗️Lot's of #porphyrin, #cubane, and #bicyclopentane molecules to come😃
September 18, 2025 at 10:50 AM
mathiassenge.bsky.social
Just before the start of term @tcddublin.bsky.social Karolina, Liam and Sophie escaped to Berlin 🇩🇪 to attend the #TPDG #tetrapyrrole discussion group meeting @humboldtuni.bsky.social 😀 As always a great small meeting!
September 12, 2025 at 4:01 PM
mathiassenge.bsky.social
It's summer time 🌤️and that always means research interns: here are Joe, Syed, and Susan 😀. All are locals from our School @tcddublin.bsky.social, Syed is a @rsc.org
#RISE student and Susan has a @rsc.org
#UGResearchBursary 😀
July 21, 2025 at 9:56 AM
mathiassenge.bsky.social
Check out our new #preprint 📢😀"Bicyclo[1.1.1]pentane Ketones via Friedel-Crafts Acylation" #BCP #isostere @chemrxiv.bsky.social
chemrxiv.org/engage/chemr... great work by Freya and Karolina and coop with #PavelMykhailiuk #EnamineLtd
🇺🇦 supported by @researchireland.ie @ias-tum.bsky.social
Bicyclo[1.1.1]pentane is a rigid aliphatic hydrocarbon with a three-dimensional (3D), propeller-like shape and a molecular size which makes it a targeted bioisosteric replacement for phenylene and acetylene groups in medicinal chemistry. For the pharmaceutical application of BCP, simple, efficient, and cost-effective synthetic tools are required to enable the exploration of BCP’s potential as a bioisostere across a broad chemical space. The synthesis of BCP mono- and diketones remains a challenging task, limited by both substrate scope and expensive photocatalysts. Here we present a protocol for Friedel-Crafts acylation of (hetero)aromatic hydrocarbons with BCP acyl chlorides; in particular, the first method to access diaromatic BCP 1,3-diketones. Reaction optimization, substrate scope, and reactivity of the products are discussed. 35 mono- and diketones are reported accompanied by 7 examples of post-synthetic modifications. The synthesis of a BCP analogue of fenofibrate is reported.
July 17, 2025 at 8:13 AM
mathiassenge.bsky.social
While rest of us had group meeting in the rain🌧️ @tbsi-tcd.bsky.social @tcddublin.bsky.social in Dublin: Karolina, Sophie, and Liam are off into the sun 🌞in Salerno at the #SupraChemDays25 meeting showing off cool chemistry ⚗️on #porphyrins, #organocatalysis, #atropisomers, #bicyclopentane 😀
June 12, 2025 at 6:56 PM
mathiassenge.bsky.social
Collaborative study with #TKoczorowski @pums-poznan.bsky.social 🇵🇱 #MAFilatov @TUDubChemBPharm
+our group @tcddublin.bsky.social 🇮🇪 on the spectroelectrochemistry of meso-aryl BODIPY out in #JMolStruct sciencedirect.com/science/arti... 😀#DyeSicPhoto @researchireland.bsky.social @tbsi-tcd.bsky.social
May 13, 2025 at 7:51 PM
mathiassenge.bsky.social
and at the same time Sophie, Liam, Freya and Karolina were busy at the @rsc.org #OrganicChemistryIreland meeting in Belfast 😀. #porphyrins #atropisomers #bicyclopentane #flowchemistry ⚗️ ... @researchireland.ie
May 9, 2025 at 3:02 PM
mathiassenge.bsky.social
Meeting old and new friends at the Bürgenstock conference #SCS_BC25 🇨🇭 @aklymchenko.bsky.social #DanielGryko @mathiassenge.bsky.social ShoubhikDas 😀. Great meeting and great science 🧪⚗️@swisschemistry.bsky.social
May 7, 2025 at 9:16 PM
mathiassenge.bsky.social
Happy to welcome #JeanneIffrig who joins our group @tcddublin.bsky.social sky.social @tbsi-tcd.bsky.social
as an @euerasmusplus.bsky.social visiting researcher from @univ-amu.fr 🇫🇷 She is working on new types of #crownether containing sp3-rich rigid hydrocarbon units⚗️
April 24, 2025 at 1:29 PM
mathiassenge.bsky.social
Nice group outing seeing the #bogskin exhibition 🖼️🎨@rha-arts.bsky.social and visiting with our artist friend #SiobhanMcDonal www.siobhanmcdonald.com
😀Great to see that #ArtScience is alive and flourishing!
April 14, 2025 at 4:01 PM
mathiassenge.bsky.social
Very happy to welcome #ChiaraBaldi from #RobertaSessoli's group U Firenze 🇮🇹 as a visiting #PhD student in @tcddublin.bsky.social😀. Chiara will work with us on the synthesis of paramagnetic #porphyrins for optical and #chirality-induced #spin polarization ⚗️@researchireland.bsky.social
April 7, 2025 at 2:45 PM
mathiassenge.bsky.social
Great to see this collaboration with #nicoleStrittmatter @tum.de 🇩🇪 #AlinaMeindl 🇦🇹 @tcddublin.bsky.social
🇮🇪 on 'Profiling of #VolatileOrganicCompounds' out in #JAmSocMassSpectrom @asms.org
pubs.acs.org/action/showC... 😀funded by @ias-tum.bsky.social
@researchireland.bsky.social
A direct headspace injection method is presented and optimized for the analysis of volatile organic compounds (VOCs) using dielectric barrier discharge ionization-mass spectrometry (DBDI-MS), incorporating an intermediate vial in which the sample headspace is injected. The setup is built of commonly available, cheap consumable parts and easily enables the incorporation of different gases for generating different ionization atmospheres. The method can be fully automated by using standard GC autosamplers, and its rapid analysis time is suitable for high-throughput applications. We show that this method is suitable for both profiling analysis of complex samples such as biofluids and quantitative measurements for real-time reaction monitoring. Our optimized method demonstrated improved reproducibility and sensitivity, with detection limits for compounds tested in the high nanomolar to the low micromolar range, depending on the compound. Key parameters for method optimization were identified such as sample vial volume, headspace-to-liquid ratio, incubation temperature, and equilibration time. These settings were systematically evaluated to maximize the signal intensity and improve repeatability between measurements. Two use cases are demonstrated: (i) quantitative measurement of ethanol production by a metal–organic framework from CO2 and (ii) profiling of biofluids following the consumption of asparagus.
March 17, 2025 at 6:29 PM
mathiassenge.bsky.social
New paper out in #BJOC @beilstein-institut.bsky.social
Solid state #photochemistry for a change😉⚗️"Visible light-initiated topochemical [2+2] cycloaddition in a #bimane dye" great collaboration with #MikhailFilatov @TUDubChemBPharm
funded by @researchireland.bsky.social doi.org/10.3762/bjoc...
Bimanes, a class of molecules based on the 1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione scaffold, were first introduced by E. M. Kosower in 1978. In this study, we report the topochemical cycloaddition of diethyl 2,6-dichloro-1,7-dioxo-1H,7H-pyrazolo[1,2-a]pyrazole-3,5-dicarboxylate (Cl2B), initiated by visible light. Crystal structure analysis confirmed that the reactive double bonds are parallel and coplanar, in line with the Schmidt criteria for topochemical cycloaddition. Additionally, two other bimane derivatives with different substitution patterns were synthesized and investigated. Our findings suggest that functionalizing bimanes to redshift their absorption maxima into the visible-light spectrum provides a promising strategy for synthesizing substituted cyclobutanes without the need for ultraviolet irradiation.
March 5, 2025 at 8:34 PM
mathiassenge.bsky.social
The annual @gdch.bsky.social
highlights in #OrganicChemistry ⚗️are out in #NachrichtenAusDerChemie 📢😀: doi.org/10.1002/nadc... again coordinated by @breugstlab.bsky.social
March 3, 2025 at 3:14 PM
mathiassenge.bsky.social
Great work by #AlinaMeindl
now out in @angewandtechemie.bsky.social
🥳😀 onlinelibrary.wiley.com/doi/10.1002/... Direct CO2 activation and conversion to Ethanol via reactive oxygen species! Coop #TrinityCollegeDublin 🇮🇪 @ias-tum.bsky.social
🇩🇪 #UApplSciSalzburg🇦🇹💶@researchireland.bsky.social @tum.de
The growing demand for energy and the excessive use of fossil fuels represents one of the main challenges for humanity. Storing solar energy in the form of chemical bonds to generate solar fuels or value-added chemicals without creating additional environmental burdens is a key requirement for a sustainable future. Here we use biomimetic artificial photosynthesis and present a dPCN-224(H) MOF-based photocatalytic system, which uses reactive oxygen species (ROS) to activate and convert CO2 to ethanol under atmospheric conditions, at room temperature and in 2-5 h reaction time. The system provides a CO2-to-ethanol conversion efficiency (CTE) of 92%. Furthermore, this method also allows the conversion of CO2 through direct air capture (DAC), making it a rapid and versatile method for both dissolved and gaseous CO2.
February 19, 2025 at 7:22 PM
mathiassenge.bsky.social
Today at the annual 23rd #CSCB meeting: #LiamCribbin #pisky and #KarolinaUrbanska #flowchemistry representing our group from @tcddublin.bsky.social
. Karolina's poster is spot on: #porphyrins 🤩😀😎🤓
December 13, 2024 at 7:19 PM
mathiassenge.bsky.social
Out as a #preprint @chemrxiv.bsky.social
our take on the potential of #AlDIPY aluminum dipyrrins as photosensitizers 🔦. Synthesis ⚗️, structures 🩻, photophysics ⚛️. Great work by #ZoiMelissari
😀 chemrxiv.org/engage/chemr... @researchireland.bsky.social @ias-tum.bsky.social @tcddublin.bsky.social
December 10, 2024 at 8:31 PM
mathiassenge.bsky.social
Let's start our #chemsky journey: Congratulations to #LiamCribbin #TCDChemistry on his 1st paper now out in #BJOC @BeilsteinInstitut.hessen.social.ap.brid.gy
"C–C Coupling in sterically demanding #porphyrin environments" doi.org/10.3762/bjoc... funded by @researchireland.bsky.social (PORPHYSHAPE)
#Crystal structure of an intercalated #porphyrin dimer which is stable in solution.
November 27, 2024 at 8:02 PM