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Mathias Senge

@mathiassenge.bsky.social

Chair of Organic Chemistry - TCD, Hans Fischer Senior Fellow - TU Munich. Organic synthesis, light, structures, porphyrins in all shapes and historical settings

535 Followers  |  127 Following  |  36 Posts  |  Joined: 15.11.2024  |  2.1472

Latest posts by mathiassenge.bsky.social on Bluesky

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Synthesis and Optical Properties of Unsymmetric Aromatically ฯ€-Extended BODIPY (@pubs.acs.org): pubs.acs.org/doi/full/10.... (@mathiassenge.bsky.social).

23.09.2025 11:48 โ€” ๐Ÿ‘ 4    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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This Friday is #EuropeanResearchersNight โš—๏ธ๐ŸงชCome visit us and other research groups @TCD_Chemistry
in @tcdTBSI @TCD_Chemistry @tcddublin.bsky.social . Everyone is welcome ๐Ÿ“ข! Great science and fun people ๐Ÿ‘จโ€๐Ÿ”ฌ๐Ÿ‘ฉโ€๐Ÿ”ฌ๐Ÿ˜€#porphyrins #chlorophyll #cubane #BODIPY #PDT #bicyclopentane @researchireland.ie

23.09.2025 15:15 โ€” ๐Ÿ‘ 5    ๐Ÿ” 2    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
Post image 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 590โ€“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 ฯ€-conjugated system was observed, reaching 80 GM for the naphthoBODIPY derivative. These findings demonstrate the potential of ฯ€-extended BODIPY scaffolds as NIR-active fluorophores with enhanced nonlinear optical properties.

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 590โ€“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 ฯ€-conjugated system was observed, reaching 80 GM for the naphthoBODIPY derivative. These findings demonstrate the potential of ฯ€-extended BODIPY scaffolds as NIR-active fluorophores with enhanced nonlinear optical properties.

Out in @JOC_OL
#JOC: Synthesis and Optical Properties of Unsymmetric Aromatically ฯ€-Extended #BODIPY. Great collaboration with #MikhailFilatov @TUDubChemBPharm
@TCD_Chemistry
๐Ÿ˜€ pubs.acs.org/doi/full/10.... plus #sciart cover picture ๐ŸŽจ. Funded by @researchireland.ie

22.09.2025 20:19 โ€” ๐Ÿ‘ 7    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

And for anyone who is interested in Theodor Fรถrster's life and career before, during, and after National Socialism in Germany, we recently published this Viewpoint article in Angewandte Chemie - onlinelibrary.wiley.com/doi/10.1002/...

19.09.2025 19:33 โ€” ๐Ÿ‘ 5    ๐Ÿ” 2    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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New semester @tcddublin.bsky.social means the next generation of scientists starting out in research. Here are Kimberley, Susan, and Anna-Sophia ๐Ÿ‡ฎ๐Ÿ‡ช๐Ÿ‡ฎ๐Ÿ‡ช๐Ÿ‡ฉ๐Ÿ‡ช from @TCD_Chemistry joining us for their #capstone research project โš—๏ธLot's of #porphyrin, #cubane, and #bicyclopentane molecules to come๐Ÿ˜ƒ

18.09.2025 10:50 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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Just before the start of term @tcddublin.bsky.social Karolina, Liam and Sophie escaped to Berlin ๐Ÿ‡ฉ๐Ÿ‡ช to attend the #TPDG #tetrapyrrole discussion group meeting @humboldtuni.bsky.social ๐Ÿ˜€ As always a great small meeting!

12.09.2025 16:00 โ€” ๐Ÿ‘ 9    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 1
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Die Bewerbungsphase fรผr das GDCh-Mentoringprogramm CheMento ist gestartet! Suchst du Orientierung fรผr deinen Karriereweg in der Chemiebranche? ๐Ÿ”ฌ Oder mรถchtest du als Mentor:in dein Wissen und deine Erfahrungen weitergeben? ๐Ÿค Dann ist CheMento die ideale Gelegenheit fรผr dich:
www.gdch.de/mentoring

05.09.2025 08:22 โ€” ๐Ÿ‘ 11    ๐Ÿ” 6    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Six ERC Starting Grants for researchers at TUM Six further researchers at TUM are to receive the prestigious ERC Starting Grants for their projects.

Congratulations to six of our #researchers, including Lukas Heinrich, who receive prestigious ERC #StartingGrants worth up to 1.5 million euros each for projects in #informatics, #medicine, #LifeSciences & #NaturalSciences: go.tum.de/682017 ๐Ÿ‘

#ERCStG @erc.europa.eu

๐Ÿ“ทA.Eckert

04.09.2025 10:38 โ€” ๐Ÿ‘ 16    ๐Ÿ” 2    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 3
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The last #WednesdayCoffeeTalk of this summer semester: Florian Egli @tum.de on "The challenge of creating value for all in the global transition towards sustainability".

Part of the IAS Seminar Series of European Universities on Sustainability! DM us for more info.

www.ias.tum.de/ias/news-eve...

21.07.2025 09:45 โ€” ๐Ÿ‘ 3    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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It's summer time ๐ŸŒค๏ธand that always means research interns: here are Joe, Syed, and Susan ๐Ÿ˜€. All are locals from our School @tcddublin.bsky.social, Syed is a @rsc.org
#RISE student and Susan has a @rsc.org
#UGResearchBursary ๐Ÿ˜€

21.07.2025 09:53 โ€” ๐Ÿ‘ 14    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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 BCPโ€™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.

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 BCPโ€™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.

Check out our new #preprint ๐Ÿ“ข๐Ÿ˜€"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
๐Ÿ‡บ๐Ÿ‡ฆ supported by @researchireland.ie @ias-tum.bsky.social

17.07.2025 08:13 โ€” ๐Ÿ‘ 7    ๐Ÿ” 4    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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While rest of us had group meeting in the rain๐ŸŒง๏ธ @tbsi-tcd.bsky.social @tcddublin.bsky.social in Dublin: Karolina, Sophie, and Liam are off into the sun ๐ŸŒžin Salerno at the #SupraChemDays25 meeting showing off cool chemistry โš—๏ธon #porphyrins, #organocatalysis, #atropisomers, #bicyclopentane ๐Ÿ˜€

12.06.2025 18:56 โ€” ๐Ÿ‘ 3    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Congratulations to Marike et al. ๐Ÿ‘๐Ÿ‘

10.06.2025 16:20 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Happy birthday IAS ๐ŸŽ‰๐ŸŽˆ
A truly unique, supportive and stimulating institute. Best place I ever had the honor to be affiliated with!
And many thanks for the support and kind hospitality over the last few years!

10.06.2025 16:19 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Third speaker from the 2nd session on Day2 is delivered by Prof. Mathias O. Senge from @tcddublin @TCD_Chemistry #ECMolS2025

03.06.2025 11:14 โ€” ๐Ÿ‘ 4    ๐Ÿ” 2    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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TUM to receive funding for seven Clusters of Excellence In future, seven Clusters of Excellence at TUM and its cooperation partners will be funded.

Our university receives funding by the
@dfg.de for four renewed and three newly approved #ClustersofExcellence!๐Ÿ‘Research areas include #energy, #quantumtech, #health, and #societaltransformation. Congrats to all researchers involved! go.tum.de/844846 ๐ŸŽ‰

@wissenschaftsrat.de
๐Ÿ“ท @prolehre.bsky.social

22.05.2025 15:52 โ€” ๐Ÿ‘ 11    ๐Ÿ” 3    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 1

Many thanks ๐Ÿ˜€

14.05.2025 16:59 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Collaborative study with #TKoczorowski @pums-poznan.bsky.social ๐Ÿ‡ต๐Ÿ‡ฑ #MAFilatov @TUDubChemBPharm
+our group @tcddublin.bsky.social ๐Ÿ‡ฎ๐Ÿ‡ช on the spectroelectrochemistry of meso-aryl BODIPY out in #JMolStruct sciencedirect.com/science/arti... ๐Ÿ˜€#DyeSicPhoto @researchireland.bsky.social @tbsi-tcd.bsky.social

13.05.2025 19:51 โ€” ๐Ÿ‘ 8    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 1
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and at the same time Sophie, Liam, Freya and Karolina were busy at the @rsc.org #OrganicChemistryIreland meeting in Belfast ๐Ÿ˜€. #porphyrins #atropisomers #bicyclopentane #flowchemistry โš—๏ธ ... @researchireland.ie

09.05.2025 15:02 โ€” ๐Ÿ‘ 3    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Congratulations, nice ๐Ÿ˜€๐Ÿ‘

08.05.2025 16:38 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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Meeting old and new friends at the Bรผrgenstock conference #SCS_BC25 ๐Ÿ‡จ๐Ÿ‡ญ @aklymchenko.bsky.social #DanielGryko @mathiassenge.bsky.social ShoubhikDas ๐Ÿ˜€. Great meeting and great science ๐Ÿงชโš—๏ธ@swisschemistry.bsky.social

07.05.2025 21:16 โ€” ๐Ÿ‘ 14    ๐Ÿ” 2    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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Scientists reel as turmoil roils National Science Foundation The National Science Foundation, a major government funder of basic science research, is being shaken up with over 1,000 grants already terminated and the White House looking to halve its budget

The National Science Foundation, a major government funder of basic science research, is being shaken up with over 1,000 grants already terminated and the White House looking to halve its budget.

02.05.2025 18:54 โ€” ๐Ÿ‘ 3240    ๐Ÿ” 1366    ๐Ÿ’ฌ 198    ๐Ÿ“Œ 134
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Scientists reel as turmoil roils National Science Foundation The National Science Foundation, a major government funder of basic science research, is being shaken up with over 1,000 grants already terminated and the White House looking to halve its budget

www.npr.org/2025/05/02/n...

02.05.2025 18:59 โ€” ๐Ÿ‘ 2    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

๐Ÿ˜

24.04.2025 14:59 โ€” ๐Ÿ‘ 3    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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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 ๐Ÿ‡ซ๐Ÿ‡ท She is working on new types of #crownether containing sp3-rich rigid hydrocarbon unitsโš—๏ธ

24.04.2025 13:29 โ€” ๐Ÿ‘ 3    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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This study demonstrates a visible-light-induced topochemical #cycloaddition of a bimane derivative.ย 
โžก๏ธ https://www.beilstein-journals.org/bjoc/articles/21/37?B=yย 
#bimanes #cycloaddition #cyclobutanes. #fluorescence #BJOC ๐Ÿ’Ž๐Ÿ”“
@mathiassenge.bsky.social

22.04.2025 08:03 โ€” ๐Ÿ‘ 4    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Nice group outing seeing the #bogskin exhibition ๐Ÿ–ผ๏ธ๐ŸŽจ@rha-arts.bsky.social and visiting with our artist friend #SiobhanMcDonal www.siobhanmcdonald.com
๐Ÿ˜€Great to see that #ArtScience is alive and flourishing!

14.04.2025 16:00 โ€” ๐Ÿ‘ 3    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Very happy to welcome #ChiaraBaldi from #RobertaSessoli's group U Firenze ๐Ÿ‡ฎ๐Ÿ‡น as a visiting #PhD student in @tcddublin.bsky.social๐Ÿ˜€. Chiara will work with us on the synthesis of paramagnetic #porphyrins for optical and #chirality-induced #spin polarization โš—๏ธ@researchireland.bsky.social

07.04.2025 14:44 โ€” ๐Ÿ‘ 5    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Exploring cage bicyclic hydrocarbons as bioisosteres for novel fragrances
www.chemistryviews.org/exploring-ne...

02.04.2025 00:55 โ€” ๐Ÿ‘ 1    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Many thanks Jose!

30.03.2025 05:25 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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