Research

Our research activities can best be summarized under the heading organic systems and materials. We are particularly fascinated by complex dynamic systems, in which interesting properties can be observed, and we are synthesizing novel functional materials, particularly carbon-rich compounds and building blocks for new-generation solar cells.

 

Our research on dynamic systems has led to the development of a new dynamic covalent exchange reaction: orthoester exchange. We could show that this process has some rather unique advantages and we could apply it to the self-assembly of a new class of cryptates (cage-like molecules), which are unique in many ways: they can be prepared in one step, they are constitutionally dynamic and the guest ion can be realeased via hydrolysis. Read more here.

 

Our studies of functional materials have recently led to the synthesis of new building blocks for organic solar cells. Based on the hypothesis that an extra nitrogen atom increases light absorption, we have prepared azafullerenes to be used as electron acceptors in organic photovoltaics. With our collaborators in Spain we could show that these molecules indeed allowed an increased light uptake in the prepared solar cells. Read more here.

Publications

23)M. Bothe, M. P. Montero-Rama, A. Viterisi, W. Cambarau, C. Stenta, E. Palomares, L. F. Marsal, M. von Delius Second Generation Azafullerene Monoadducts as Electron Acceptors in Bulk Heterojunction Solar CellsSythesis 2017, accepted

(Invited contribution to the Bürgenstock 2017 Special Issue "Future stars in organic chemistry")

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22)M. von Delius, C. M. Le, B. Ellinger, M. Kuzikov, S. Gul, V. M. Dong Synthesis and Biological Activity of Octaketides from the Cytosporone FamilyIsrael Journal of Chemistry 2017, 57, 975–981

(Invited contribution to the Special Issue "Bond Activation by Metal Complexes" in honour of Bob Bergman)

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21)O. Shyshov, R. Brachvogel, T. Bachmann, R. Srikantharajah, D. Segets, F. Hampel, R. Puchta, M. von Delius Adaptive Behaviour of Dynamic Orthoester CryptandsAngewandte Chemie International Edition 2017, 56, 776-781

(Highlighted in Nachrichten aus der Chemie)

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20) M. von Delius, A. Hirsch, Heterofullerenes: Doped Buckyballs in: Chemical Synthesis and Applications of Graphene and Carbon Materials; M. Antonietti, K. Müllen (Eds.)
Wiley-VCH, Weinheim, 2017, 191-216
19)R. Brachvogel, M. von Delius The Dynamic Covalent Chemistry of Esters, Acetals and OrthoestersEuropean Journal of Organic Chemistry 2016, 3662-3670
18)U. F. Fritze, M. von Delius Dynamic disulfide metathesis induced by ultrasoundChemical Communications 2016, 52, 6363-6366

(Highlighted on the Inside Cover)

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17)A. Herrera, A. Linden, F. W. Heinemann, R. Brachvogel, M. von Delius, R. Dorta Optimized Syntheses of Optically Pure P-Alkene Ligands: Crystal Structures of a Pair of P-Stereogenic DiastereomersSynthesis 2016, 48, 1117-1121
16)T. Heumüller, W. R. Mateker, A. Distler, U. F. Fritze, R. Cheachareon, W. Nguyen, M. Biele, M. Salvador, M. von Delius, H. Egelhaaf, M. D. McGehee, C. J. Brabec Morphological and electrical control of fullerene dimerization determines organic photovoltaic stabilityEnergy & Environmental Science 2016, 9, 247-256
15)M. von Delius Small Is (also) Beautiful: Dynamic Covalent Self-Assembly of CryptatesSynlett 2016, 27, 177-180
14)R. Brachvogel, H. Maid, M. von Delius NMR Studies on Li+, Na+ and K+ Complexes of Orthoester Cryptand o-Me2-1.1.1International Journal of Molecular Sciences 2015, 16, 20641-20656
13)R. Brachvogel, F. Hampel, M. von Delius Self-assembly of dynamic orthoester cryptatesNature Communications 2015, 6, 7129
12)R. Brachvogel, M. von Delius Orthoester exchange: a tripodal tool for dynamic covalent and systems chemistryChemical Science 2015, 6, 1399-1403
11)W. Cambarau, U. F. Fritze, A. Viterisi, E. Palomares, M. von Delius Increased short circuit current in an azafullerene-based organic solar cellChemical Communications 2015, 51, 1128-1130
10)M. von Delius, R. Brachvogel Novel crown ether complexes and methods for producing the sameEuropean Patent Application 2014, EP14186189.8
9)M. von Delius Rezeptoren im VerbundNachrichten aus der Chemie 2014, 62, 522-525
8)M. von Delius, C. M. Le, V. M. Dong Rhodium-Phosphoramidite Catalyzed Alkene Hydroacylation: Mechanism and Octaketide Natural Product SynthesisJournal of the American Chemical Society 2012, 134, 15022-15032

(Highlighted in ChemInform)

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7)M. J. Barrell, A. G. Campaña, M. von Delius, E. M. Geertsema, D. A. Leigh Light-Driven Transport of a Molecular Walker in Either Direction along a Molecular TrackAngewandte Chemie International Edition 2011, 50, 285-290

(Cover picture, highlighted in C&E News)

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6)N. B. Shustova, I. V. Kuvychko, A. A. Popov, M. von Delius, L. Dunsch, O. P. Anderson, A. Hirsch, S. H. Strauss, O. V. Boltalina Nitrogen Directs Multiple Radical Additions to the 9,9′-Bi-1-aza(C60-Ih)[5,6]fullerene: X-ray Structure of 6,9,12,15,18-C59N(CF3)5Angewandte Chemie International Edition 2011, 50, 5537-5540

(Cover picture)

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5)M. von Delius, D. A. Leigh Walking moleculesChemical Society Reviews 2011, 40, 3656-3676

(Highlighted in C&E News and Chemistry&Industry)

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4)M. von Delius, E. M. Geertsema, D. A. Leigh, D. D. Tang Design, Synthesis, and Operation of Small Molecules That Walk along TracksJournal of the American Chemical Society 2010, 132, 16134-16145

(Highlighted by E. M. Perez in Angew. Chem. Int. Ed.)

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3)M. von Delius, E. M. Geertsema, D. A. Leigh A synthetic small molecule that can walk down a trackNature Chemistry 2010, 2, 96-101

(Cover picture, News&Views by S. Otto in Nature Chemistry, Highlighted in Science, Chemistry World and C&E News)

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2)M. von Delius, E. M. Geertsema, D. A. Leigh Synthesis and solid state structure of a hydrazone-disulfide macrocycle and its dynamic covalent ring-opening under acidic and basic conditionsOrganic & Biomolecular Chemistry 2010, 8, 4617-4624
1)M. von Delius, F. Hauke, A. Hirsch Evaluation of an Intramolecular Approach for the Synthesis of the Elusive C58N2 Heterofullerene FamilyEuropean Journal of Organic Chemistry 2008, 4109-4119

(Cover picture)

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