A5053311253- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Organoboron and organosilicon chemistry
- Luminescence and Fluorescent Materials
- Organometallic Complex Synthesis and Catalysis
- Conducting polymers and applications
- Boron Compounds in Chemistry
- Advancements in Battery Materials
- Crystallography and molecular interactions
- Organic Electronics and Photovoltaics
- Cyclopropane Reaction Mechanisms
- Advanced battery technologies research
- Porphyrin and Phthalocyanine Chemistry
- Synthesis and Properties of Aromatic Compounds
- Supercapacitor Materials and Fabrication
- Coordination Chemistry and Organometallics
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Synthetic Organic Chemistry Methods
- Magnetism in coordination complexes
- Advanced Battery Materials and Technologies
- Synthesis of Tetrazole Derivatives
- Fuel Cells and Related Materials
- Transition Metal Oxide Nanomaterials
- Ferrocene Chemistry and Applications
- Electrocatalysts for Energy Conversion
Helmholtz-Institute Ulm
2021-2024
Universität Ulm
2012-2021
Rutgers, The State University of New Jersey
2011-2014
University of Kaiserslautern
2007-2011
Abstract The development of new batteries has historically been achieved through discovery and cycles based on the intuition researcher, followed by experimental trial error—often helped along serendipitous breakthroughs. Meanwhile, it is evident that strategies are needed to master ever‐growing complexity in battery systems, fast‐track transfer findings from laboratory into commercially viable products. This review gives an overview over future needs current state‐of‐the art five research...
A poly(biphenylene–pyrazinylene) (PPz, Egopt = 3.10 eV) and a head-to-tail regioregular polypyridine (rr-P4Py, 3.25 equipped with 1-alkenyl side chains have been prepared postfunctionalized by hydroboration different hydroboranes (9H-BBN, (C6F5)2B-H (BPF-H), Cl2B-H) to give the corresponding ladder polymers featuring intramolecular coordinative N → B bonds. Characterization of optical electrochemical properties shows that borylation strongly increases their electron affinity lowers gaps....
In our quest to develop regioregular borane acceptor-modified thiophene polymers, we prepared a series of new alkynylphenylborane-functionalized monomers and explored their polymerization. The polymer rr-P1 an alternating copolymer with 3-hexylthiopene, rr-P2, were successfully obtained by Stille-type An X-ray crystal structure the bithiophene model system 2-Br revealed coplanar rings formation π-stacks, despite presence bulky dimesitylborane moieties. For showed most bathochromic absorption...
Head-to-tail regioregular poly(4-alkylthiazole)s containing silylethers in the side-chains were synthesized via Kumada-Coupling polycondensation of “reversed” monomers, that metalated at sterically hindered 5-position. Their optical, electrochemical, and bulk properties have been studied, evidence is presented indicates occurrence quasi-living chain-growth behavior polymerization process. Two polymers, PTzTIP PTzDIBO, featuring triisopropylsilyl diisobutyloctadecylsilyl side chains,...
In this work we report on a preparative strategy that allows the facile tuning of electron affinities π-conjugated organic n-type materials via intramolecular N→B coordination: 2-fold hydroboration pyrazine-derived substrate with 9H-borabicyclo[3.3.1]nonane (9H-BBN) and Piers' borane ((C6F5)2BH) furnishes intramolecularly N→B-coordinated compounds PzBBN PzBPF in high yield. For each racemic mixtures respective chiral derivatives achiral meso have been isolated, their electrochemical,...
Abstract Ladder‐type organoboranes featuring intramolecular N→B coordination have been prepared through hydroboration of a 2‐( ortho ‐styryl)pyridine ( PhPy ) with series hydroboranes, including 9 H ‐9‐borabicyclo[3.3.1]nonyl (9 ‐BBN), BH 3 ⋅ THF, HBCl 2 SMe , HB(C 6 F 5 and ‐9‐borafluorene derivative. The reaction results in highly regioselective borylation under mild conditions gives the products good to excellent yields. molecular structure electronic properties obtained boranes...
The effect of pendant conjugated vinylborane moieties on the electronic structure oligothiophenes and their anion binding behaviour was investigated. groups were introduced by hydroboration alkynyl-functionalized 2,5-dibromothiophene with dimesitylborane (Mes2BH). reaction yielded a 1 : mixture α- β-borylated isomers, which separated individually isolated reverse-phase column chromatography. Grignard metathesis polymerization (GRIM) dibromothiophenes oligomeric materials (Mn = 1.5 to 1.7...
In this report we demonstrate that labile intramolecular N→B-Lewis pair formation can serve to tailor the properties of π-conjugated electronic materials.
We describe the preparation of arylisocyanide monomers bearing conjugated fulvenyl groups derived from 9-benzylidene-9H-fluorene (Flu), 5-benzylidene-1,2,3,4-tetraphenylcyclopentadiene (TPCp), and 5-benzylidene-5H-dibenzo[a,d]cycloheptene (Dbs). The electrochemical optical properties their precursors have been characterized consistently showed effect conjugation respective functional group (−NO2, −NH2, −NHCHO, −N≡C) with moiety. isocyanides subsequently polymerized to corresponding...
Head-to-tail regioregular poly(4-alkylthiazoles) (C9-pTz, C13-pTz, alkyl = n-C9H19, n-C13H27) have been synthesized and spectroscopically electrochemically characterized. The PTzs were obtained by transmetalation of 2-chloro-5-bromo-4-alkylthiazoles with iPrMgCl, followed Kumada-coupling polycondensation. polymers are largely insoluble in organic solvents but dissolve readily the presence of, e.g., trifluoro acetic acid (TFA). Analyses soluble trace fractions gave number average molecular...
Porphyrin derivatives represent an emerging class of redox-active materials for sustainable electrochemical energy storage. However, their structure-performance relationship is poorly understood, which confines rational design and thus limits access to full potential. To gain such understanding, we here focus on the role metal ion within porphyrin molecules. The A2 B2 -type 5,15-bis(ethynyl)-10,20-diphenylporphyrin its first-row transition complexes from Co Zn are used as models investigate...
Abstract A prime challenge in the development of new battery chemistries is fundamental understanding generation electrode–electrolyte interface (EEI) and its evolution upon cycling. Tip‐enhanced Raman spectroscopy (TERS) under an inert gas atmosphere employed to study chemical components anode/cathode electrolyte a sodium‐ion battery. After first cycle, TERS reveals that EEI mostly consists organic carbonate/dicarbonate, oligoethylene oxides, α,β‐unsaturated vinyl ketones/acetates,...
Close relatives! The Pd-catalyzed hydrogenation of the “isolated” CC double bonds dibenzo[c,g]fluorenide coordinated to an FeII center confirms that electronic structure this ligand in organometallic compounds is related cyclopentadienide. resulting 3,4,3′,4′-tetrahydrodibenzo[c,g]fluorenide a new chiral cyclopentadienide (see picture for molecular Fe complex). Supporting information article available on WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z705743_s.pdf or from author....
Abstract Boratabenzene‐derived metallocene analogues are introduced as versatile new building blocks for metallopolymers. Bis(borinato)iron(II) complexes of the type Fe(C 5 H BR) 2 (R: CCH, CCSiMe 3 , 4‐(1‐benzyl‐1,2,3‐triazolyl) were synthesized and spectroscopically, structurally, electrochemically characterized. Polymerization via Sonogashira–Hagihara coupling alkynyl‐substituted derivative BCCH) with 2,5‐bis(dodecyloxy)‐1,4‐diiodobenzene yields a film‐forming polymer in 50–69 %...
3-Alkynyl-substituted terthiophenes and polythiophenes were synthesized, their properties behavior toward hydroboration with Mes2BH investigated. The alkynyl-substituted terthiophene was found to crystallize in an intriguing layered structure that mimics interdigitated polymer wherein the form tightly π-stacked linear pseudopolymer strands. heptynyl side chains of neighboring stacks interlock ideally, almost completely filling void in-between substituents thus allowing for minimal spacing...
An unusual reactivity of 2-(1-alkenyl)-pyridines towards hydroboration with 9H-borabicyclo[3.3.1]nonane (9H-BBN) has been employed to selectively introduce two borane groups into a conjugated quaterpyridine. Quantitative conversion the substrate was observed exclusive regioselectivity. A molecular structure that allows intramolecular N→B coordination generated. The effect ladder formation on and electronic properties system have investigated. synthetic strategy demonstrated herein offers...
Fluorene's big brother: The first transition-metal complexes of the dibenzo[c,g]fluorenyl anion (Dbf), an intrinsically chiral derivative cyclopentadienyl anion, are reported (see structure [(Dbf)Mn(CO)3]). According to density functional calculations, electronic properties this ligand differ significantly from those fluorenyl anion. Supporting information for article is available on WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z604230_s.pdf or author. Please note: publisher not...
A series of electronically and structurally diverse N → B-ladder boranes has been prepared by hydroboration.
A series of ten aryl-triazole-functionalized boranes bearing BMes<sub>2</sub>-groups and capable forming intramolecular five-membered N→B-coordinated heterocycles, has been prepared by 1,3-dipolar cycloaddition.
The synthesis of group VI complexes the type (η5-Dbf)M(CO)2(η3-allyl) (Dbf = dibenzo[c,g]fluorenide; M Mo, W) is reported, which are first examples molybdenum and tungsten allyl bearing a benzannealed fluorenide ligand. complex could be characterized by means X-ray crystallography.
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTA Cobaltocenium Complex of Dibenzo[c,g]fluorenide and Its Structural Electrochemical PropertiesFrank Pammer†, Yu Sun†, Monika Sieger‡, Jan Fiedler§, Biprajit Sarkar‡, Werner R. Thiel*†View Author Information† Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, D-67661 Germany‡ Institut für Anorganische Stuttgart, Pfaffenwaldring 55, D-70569 Germany§ J. Heyrovský Institute Physical Chemistry, v.v.i.,...
In this work, the preparation of head‐to‐tail regioregular poly(6‐(1‐tridecenyl)‐pyridine‐2,5‐diyl) ( PPy ) and its post‐functionalization via hydroboration is described. has been prepared Kumada‐coupling polycondensation with different catalytic systems. Number‐average molecular weights up to M n = 14.7 kDa (PDI 2.0, DP 60) can be obtained, as determined by gel permeation chromatography relative polystyrene standards. characterized MALDI‐TOF MS, optical spectroscopy, cyclic voltammetry. The...
Conjugated polymers are emerging as alternatives to inorganic semiconductors for the photoelectrochemical water splitting. Herein, semi-transparent poly(4-alkylthiazole) layers with different trialkylsilyloxymethyl (R3SiOCH2-) side chains (PTzTNB, R = n-butyl; PTzTHX, n-hexyl) applied functionalize NiO thin films build hybrid photocathodes. The interface allows effective spatial separation of photoexcited carriers. Specifically, PTzTHX-deposited composite photocathode increases photocurrent...