Michael Marsch

Michael Marsch
Philipps University of Marburg | PUM · Fachgebiet Organische Chemie

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216
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Publications (216)
Article
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The title crystal structure is assembled from the superposition of two molecular structures, ( E )-1-(5-chlorothiophen-2-yl)-3-(3-methylthiophen-2-yl)prop-2-en-1-one, C 12 H 9 ClOS 2 (93%), and ( Z )-1-(5-chlorothiophen-2-yl)-3-(3-methylthiophen-2-yl)prop-1-en-1-ol, C 12 H 11 ClOS 2 (7%), 0.93C 12 H 9 ClOS 2 ·0.07C 12 H 11 ClOS 2 . Both were obtain...
Article
Full-text available
The synthesis, crystal structure and structural motif of two thiophene-based cyanoacrylate derivatives, namely, ethyl ( E )-2-cyano-3-(3-methylthiophen-2-yl)acrylate ( 1 ), C 11 H 11 NO 2 S, and ethyl ( E )-2-cyano-3-(thiophen-2-yl)acrylate ( 2 ), C 10 H 9 NO 2 S, are reported. Derivative 1 crystallized with two independent molecules in the asymmet...
Article
Full-text available
In the title compound, C 16 H 16 Cl 2 N 2 O 2 S, the pyrazole ring has an envelope conformation with the C atom bearing the phenyl ring being the flap. The dihedral angles between the central pyrazole ring (all atoms) and pendant thiophene and phenyl rings are 2.00 (14) and 81.49 (12)°, respectively. In the crystal, weak C—H...O, Cl...π and π–π sta...
Data
Summary of Data CCDC 1904125 Authors: Michael Marsch, Lennart Nicke, Armin Geyer Formula: C15 H19 N1 O5 Unit Cell Parameters: a 9.5463(4) b 16.6629(8) c 10.0255(5) Spacegroup P21/c DOI: 10.5517/ccdc.csd.cc21xdds
Data
Summary of Data CCDC 1904126 Authors: Michael Marsch, Christoph Priem, Armin Geyer Formula: C12 H21 N1 O7 S1 Unit Cell Parameters: a 8.1297(8) b 10.7261(11) c 17.974(2) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21xdft
Data
Summary of Data CCDC 1904104 Authors: Michael Marsch, Felix Weiher, Armin Geyer Formula: C10 H14 O3 Unit Cell Parameters: a 21.4580(14) b 7.0850(6) c 6.3150(7) Spacegroup Pna21 DOI: 10.5517/ccdc.csd.cc21xcq2
Data
Summary of Data CCDC 1904134 Authors: Michael Marsch, Christoph Priem, Armin Geyer Formula: C21 H23 N1 O7 S1 Unit Cell Parameters: a 9.7727(4) b 9.5061(4) c 22.7303(10) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21xdp2
Data
Summary of Data CCDC 1904140 Authors: Michael Marsch, Lennart Nicke, Armin Geyer Formula: C25 H22 N2 O5 Unit Cell Parameters: a 8.811(7) b 14.177(8) c 17.112(10) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21xdw8
Data
Summary of Data CCDC 1904127 Authors: Michael Marsch, Christoph Priem, Armin Geyer Formula: C13 H20 N2 O5 Unit Cell Parameters: a 9.0857(5) b 12.9140(5) c 12.9884(6) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21xdgv
Data
Summary of Data CCDC 1904136 Authors: Michael Marsch, Lennart Nicke, Armin Geyer Formula: C18 H19 N1 O3 Unit Cell Parameters: a 9.1412(4) b 15.5254(6) c 22.3430(11) Spacegroup Pbca DOI: 10.5517/ccdc.csd.cc21xdr4
Data
Summary of Data CCDC 1904138 Authors: Michael Marsch, Lennart Nicke, Armin Geyer Formula: C18 H17 N1 O3,C2 H6 O1 S1 Unit Cell Parameters: a 9.5160(4) b 9.6784(4) c 12.2712(5) Spacegroup P-1 DOI: 10.5517/ccdc.csd.cc21xdt6
Data
Summary of Data CCDC 1904139 Authors: Michael Marsch, Lennart Nicke, Armin Geyer Formula: C25 H22 N2 O5 Unit Cell Parameters: a 12.298(3) b 5.4805(16) c 15.083(4) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21xdv7
Data
Summary of Data CCDC 1904148 Authors: Michael Marsch, Christoph Priem, Armin Geyer Formula: C17 H23 N1 O4 Se1 Unit Cell Parameters: a 11.7613(9) b 5.9773(5) c 12.7129(10) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21xf4k
Data
Summary of Data CCDC 1902966 Michael Marsch, Sonja Eckhardt, Armin Geyer Formula: C15 H13 F3 N2 O6 S2 Unit Cell Parameters: a 5.9381(2) b 8.1449(3) c 36.8782(16) P212121 DOI: 10.5517/ccdc.csd.cc21w605
Data
Summary of Data CCDC 1902989 Michael Marsch, Susanne Kümmel, Armin Geyer Formula: C10 H9 N1 O4 S1 Unit Cell Parameters: a 6.3391(4) b 21.1230(12) c 7.5907(5) P21/a DOI: 10.5517/ccdc.csd.cc21w6rx
Data
Summary of Data CCDC 1902991 Michael Marsch, Susanne Kümmel, Armin Geyer Formula: C14 H18 N2 2+,2(Cl1 1-) Unit Cell Parameters: a 11.2477(15) b 5.7441(5) c 11.3629(18) P21/n DOI: 10.5517/ccdc.csd.cc21w6tz
Data
Summary of Data CCDC 1903002 Michael Marsch, Sebastian Enck, Armin Geyer Formula: C6 H6 N2 O3 S1 Unit Cell Parameters: a 7.2504(5) b 9.1044(4) c 11.7134(8) P21/n DOI: 10.5517/ccdc.csd.cc21w75c
Data
Summary of Data CCDC 1903005 Michael Marsch, Frauke Messik, Markus Oberthür Formula: C6 H11 N1 O4 Unit Cell Parameters: a 6.8969(3) b 9.3139(5) c 11.0526(4) P212121 DOI: 10.5517/ccdc.csd.cc21w78g
Data
Summary of Data CCDC 1902999 Michael Marsch, Felix Weiher, Armin Geyer Formula: C15 H24 N2 O6,H2 O1 Unit Cell Parameters: a 10.4194(6) b 10.5401(8) c 16.0334(9) P212121 DOI: 10.5517/ccdc.csd.cc21w728
Data
Summary of Data CCDC 1902640 Authors: Michael Marsch, Sonja Eckhardt, Armin Geyer Formula: C13 H11 F3 N2 O4 S2 Unit Cell Parameters: a 12.9234(5) b 8.4914(3) c 13.7005(5) Spacegroup P21/c DOI: 10.5517/ccdc.csd.cc21vvh8
Data
Summary of Data CCDC 1902644 Authors: Michael Marsch, Magdalena Wasielak, Armin Geyer Formula: C9 H11 N1 O4 Unit Cell Parameters: a 8.9839(3) b 30.5977(14) c 6.9839(4) Spacegroup P21/c DOI: 10.5517/ccdc.csd.cc21vvmd
Data
Summary of Data CCDC 1902649 Authors: Michael Marsch, Björn Eckhardt, Armin Geyer Formula: C23 H30 N6 O9 S2 Unit Cell Parameters: a 6.2422(3) b 20.5181(13) c 21.1418(13) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21vvsk
Data
Summary of Data CCDC 1902643 Authors: Michael Marsch, Sonja Eckhardt, Armin Geyer Formula: C10 H13 N1 O5 S1 Unit Cell Parameters: a 5.4364(6) b 5.2336(3) c 19.791(2) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21vvlc
Data
Summary of Data CCDC 1902646 Authors: Michael Marsch, Christoph Klotz, Armin Geyer Formula: C9 H13 N1 O6 S1 Unit Cell Parameters: a 7.3767(2) b 18.1465(5) c 24.5676(8) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21vvpg
Data
Summary of Data CCDC 1901923 Authors: Michael Marsch, Timm Schlosser, Armin Geyer Formula: C8 H14 O1 C8 H10 O1 Unit Cell Parameters: a 8.3400(8) b 16.2352(14) c 11.3420(10) Spacegroup P21/n
Data
Summary of Data CCDC 1901934 Authors: Michael Marsch, Björn Eckhardt, Armin Geyer Formula: C17 H26 N2 O7 S1 Unit Cell Parameters: a 8.7771(8) b 11.0771(7) c 20.6432(16) Spacegroup P212121
Data
Summary of Data CCDC 1902308 Authors: Michael Marsch, Sebastain Enck, Armin Geyer Formula: C28 H57 N1 O7 S1 Si3 Unit Cell Parameters: a 19.997(3) b 16.246(3) c 23.468(3) C2
Data
Summary of Data CCDC 1902323 Authors: Michael Marsch, Timm Schlosser, Armin Geyer Formula: C12 H14 O2 Unit Cell Parameters: a 11.1851(14) b 11.5962(12) c 8.0539(8) Spacegroup P21/c
Data
Summary of Data CCDC 1902339 Authors: Michael Marsch, Dominik Kohr, Armin Geyer Formula: C6 H11 N4 O2 1+ C2 F3 O2 1- Unit Cell Parameters: a 7.4788(5) b 8.8087(5) c 9.2674(7) Spacegroup P21
Data
Summary of Data CCDC 1901932 Authors: Michael Marsch, Miriam Lauz, Armin Geyer Formula: C20 H21 N1 O5 Unit Cell Parameters: a 11.5656(9) b 6.4796(4) c 11.6160(7) Spacegroup P21
Data
Summary of Data CCDC 1901931 Authors: Michael Marsch, Rolf Hörger, Armin Geyer Formula: C17 H25 N1 O7 S1,0.13(H2 O1) Unit Cell Parameters: a 7.8870(8) b 12.1889(10) c 20.227(2) Spacegroup P212121
Data
Summary of Data CCDC 1902313 Authors: Michael Marsch, Björn Eckhardt, Armin Geyer Formula: C14 H21 N3 O6 S1 Unit Cell Parameters: a 6.9509(3) b 10.1853(4) c 23.1326(7) Spacegroup P212121
Data
Summary of Data CCDC 1901933 Formula: C14 H15 N1 O4 S1 Authors: Michael Marsch, Sonja Eckhardt, Armin Geyer Unit Cell Parameters: a 9.010(7) b 9.721(6) c 15.109(8) Spacegroup P212121
Data
Summary of Data CCDC 1902320 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C16 H21 N1 O10 S1 Unit Cell Parameters: a 9.3157(5) b 8.3219(4) c 12.5309(9) Spacegroup P21
Data
Summary of Data CCDC 1902321 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C22 H30 N6 O12 S2,3(H2 O1) Unit Cell Parameters: a 9.0051(13) b 17.0620(16) c 9.4081(13) Spacegroup P21
Data
Summary of Data CCDC 1902342 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C14 H19 N1 O7 S1 Unit Cell Parameters: a 8.2360(3) b 12.0518(4) c 15.8231(6) Spacegroup P212121
Data
Summary of Data CCDC 1901488 Authors: Michael Marsch, Ferdinand Bosold, Armin Geyer Formula: C10 H10 Cl1 N1 O4 S1 Unit Cell Parameters: a 5.9481(4) b 9.1869(8) c 21.3378(18) Spacegroup P 21 21 21 DOI: 10.5517/ccdc.csd.cc21tnbw
Data
Summary of Data CCDC 1901636 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C16 H19 N1 O7 S1 * H2 O1 Unit Cell Parameters: a 8.2695(8) b 5.6479(3) c 18.3087(16) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21tt3t
Data
Summary of Data CCDC 1901639 Authors: Michael Marsch, Dominik Kohr, Armin Geyer Formula: C22 H34 N6 O8 * H2 O1 Unit Cell Parameters: a 12.7600(10) b 10.2294(6) c 19.5823(15) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21tt6x
Data
Summary of Data CCDC 1901652 Authors: Michael Marsch, Rolf Hörger, Armin Geyer Formula: C10 H15 N1 O7 S1 * H2 O1 Unit Cell Parameters: a 5.0040(2) b 6.9495(4) c 36.737(3) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21ttmb
Data
Summary of Data CCDC 1901682 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C13 H19 N1 O7 S1 Unit Cell Parameters: a 10.5589(13) b 5.7632(8) c 13.2192(16) Spacegroup P21 DOI: 10.5517/ccdc.csd.cc21tvlb
Data
Summary of Data CCDC 1901665 Authors: Michael Marsch, Rolf Hörger, Armin Geyer Formula: C18 H23 N1 O9 S2 Unit Cell Parameters: a 7.1842(3) b 8.8671(4) c 31.8062(16) Spacegroup P212121 DOI: 10.5517/ccdc.csd.cc21tv1s
Data
Summary of Data CCDC 1901686 Authors: Michael Marsch, Harald Seger, Armin Geyer Formula: C7 H9 N1 O4 S2 Unit Cell Parameters: a 10.7345(12) b 5.1188(7) c 16.8496(18) Spacegroup P21/c DOI: 10.5517/ccdc.csd.cc21tvqg
Article
Beta‐Substituted chiral gamma‐aminobutyric acids display important biological activities and are valuable intermediates for the synthesis of pharmaceuticals. Herein we report an efficient catalytic enantioselective approach for the synthesis of beta‐substituted gamma‐aminobutyric acid derivatives through visible‐light‐induced photocatalyst‐free asy...
Article
Beta‐Substituted chiral gamma‐aminobutyric acids display important biological activities and are valuable intermediates for the synthesis of pharmaceuticals. Herein we report an efficient catalytic enantioselective approach for the synthesis of beta‐substituted gamma‐aminobutyric acid derivatives through visible‐light‐induced photocatalyst‐free asy...
Article
Full-text available
Furopyridine III, namely 1-(3-amino-4-(4-(tert-butyl)phenyl)-6-(p-tolyl)furo[2,3-b]pyridin-2-yl)ethan-1-one, synthesized from 4-(4-(tert-butyl)phenyl)-2-oxo-6-(p-tolyl)-1,2-dihydropyridine-3-carbonitrile I in two steps. The title compound is characterized by NMR, MS and its X-ray structure. The molecular structure consists of planar furopyridine ri...
Article
Herein, we report about the design, synthesis, and application of a nucleophilic octahedral chiral-only-at-metal iridium(III) complex. We demonstrate that the enantiopure form of this complex serves as an efficient catalyst for the asymmetric Steglich rearrangement of O-acylated azlactones (up to 96% ee and 99% yield) and the related asymmetric Bla...
Article
Summary of Data CCDC 1477552 Authors: H.Seger, M.Marsch, A.Geyer Journal: Private Communication 2016 Formula: C13 H19 N O8 S Unit cell parameters: a 5.680(<1) b 13.089(1) c 19.706(2) 90 90 90 Space group P212121
Article
Summary of Data CCDC 1477581 Authors: A.Wuttke, M.Marsch, A.Geyer Journal: Private Communication 2016 Formula: C26 H32 N6 O8 S, C H4 O Unit cell parameters: a 7.715(<1) b 11.708(<1) c 15.984(<1) beta 97.64 Space group P21
Article
Full-text available
The title compound was prepared by the condensation of an equimolar mixture of 1-(2,5-dichlorothiophen-3-yl)-3-(4-methoxyphenyl)prop-2-en-1-one, malononitrile and sodium hydroxide. The molecular structure was fully characterized using different spectroscopic methods. Mass ESI–HRMS measurements were performed. The HRESIMS analysis revealed the molec...
Article
A bis-cyclometalated rhodium(III) complex catalyzes a visible light activated enantioselective α-amination of 2-acyl imidazoles with up to 99% yield and 98% ee. The rhodium catalyst is ascribed a dual function as a chiral Lewis acid and simultaneously as a light activated smart initiator of a radical chain process through intermediate aminyl radica...
Article
The 6,7,8,8a-cis (all-cis) substituted δ-valerolactams of type , and are high-affinity diols for boronic ester formation, superior to the corresponding 6,7-trans analogues , and . X-ray and NMR structure analysis have identified the differences of the six-membered ring conformations which cause the improved esterification properties of the all-cis...
Article
Full-text available
The syntheses of the first molecular meta-selenidomercurate(ii), ortho-telluridothallate(iii) and a hydrate of an ortho-selenidoplubate(iv) are presented alongside an improved and facile synthesis of the selenidobismuthate(iii) with almost quantitative yields. By means of quantum chemical calculations, the energetics of the interconversions of smal...
Article
Synthetic polyesters are usually composed of monohydroxycarboxylic acids to avoid the problem of regioselectivity during ring-opening polymerization. In contrast, the linear polyester BICpoly contains four secondary OH groups and is nevertheless esterified regioselectively at only one of these positions. Neither the synthesis of the tricyclic monom...
Article
Synthetische Polyester sind aus Monohydroxycarbonsäuren aufgebaut, um das Problem der Regioselektivität der Veresterung bei der Ringöffnungspolymerisation zu vermeiden. Im Unterschied dazu trägt der lineare Polyester BICpoly gleich vier sekundäre OH-Gruppen pro Monomer und ist trotzdem nur über eine davon regioselektiv verestert. Sowohl bei der Syn...
Article
Full-text available
Asymmetric catalysis is seen as one of the most economical strategies to satisfy the growing demand for enantiomerically pure small molecules in the fine chemical and pharmaceutical industries. And visible light has been recognized as an environmentally friendly and sustainable form of energy for triggering chemical transformations and catalytic ch...
Article
The title compound was prepared by the condensation of (E)-1-(2,5-dichlorothiophen-3-yl)-3-(4-methoxy)prop-2-en-1-one and thiourea in the presence of KOH. In the title compound, C34H28Cl16N4O2S4, the asymmetric unit consists of two independent molecules and four independent chloroform molecules. The heterocyclic pyrimidine-2(1H)-thione rings adopt...
Article
The boron trifluoride activation of trichloroacetimidate donors was found to be an efficient method for the alpha-mannosylation of tyrosine-containing acceptors. Most notably, these conditions are compatible with the commonly used carbamate protecting groups, whereas trichloroacetimidate activation with trimethylsilyl triflate or the use of glycosy...
Article
Formula: C16 H22 N2 O5 Unit cell parameters: a 4.7806(3) b 9.9198(4) c 18.0281(11) beta 90.350(5) space group P21
Article
Formula: C12 H16 N4 O5 S1 Unit cell parameters: a 6.4513(9) b 8.0413(11) c 8.3415(11) alpha 74.668(16) beta 69.467(16) gamma 71.102(16) space group P1
Article
Full-text available
The absolute configuration has been determined for the title compound, C14H20N2OS. There are two independent molecules in the asymmetric unit. Intermolecular N—H...O hydrogen bonds are observed in the crystal packing, forming infinite chains with the base vectors [100] and [010]. Each chain contains only one of the two independent molecules.
Article
Full-text available
The absolute configuration has been determined for the title compound, C(14)H(20)N(2)OS. Inter-molecular N-H⋯O hydrogen bonds are observed in the crystal packing, forming infinitive one-dimensional chains with the base vector [100].
Article
The absolute configuration of the title tetra­cyclic bis-oxazine, C14H17N3O5S, has been determined. It is an unexpected product from the attempt to synthesize a new class of bis-oxazolines. The seven-membered lactam ring exhibits four axial (O and N) and one equatorial (S) substituents. The ortho-condensed and cis-configurated oxazine rings are pos...
Article
Das vollständige Manuskript dieser Zuschrift erscheint in: Angew. Chem. Suppl. 1982, 345. DOI: 10.1002/ange.198203450
Article
The absolute configuration of the title tetra­cyclic bis-oxazine, C14H17N3O5S, has been determined. It is an unexpected product from the attempt to synthesize a new class of bis-oxazolines. The seven-membered lactam ring exhibits four axial (O and N) and one equatorial (S) substituents. The ortho-condensed and cis-configurated oxazine rings are pos...
Article
The absolute configuration has been determined for the title compound, C21H27NO9S2·C7H8. The compound is a precurser in the synthesis of bicyclic dipeptide isosteres based on mannuronic acid. The seven-membered lactam ring adopts a rigid chair conformation.
Article
The absolute configuration has been determined for the title compound, C14H18N2O5S, a bicyclic aromatic building block which can act as a rigid fluorescence marker in peptide backbones. In the crystal packing, the two independent molecules of the asymmetric unit are aligned in an antiparallel manner as dimers which are stabilized by antiparallel in...
Article
The absolute configuration has been determined for the title compound, C14H18N2O5S, a bicyclic aromatic building block which can act as a rigid fluorescence marker in peptide backbones. In the crystal packing, the two independent molecules of the asymmetric unit are aligned in an antiparallel manner as dimers which are stabilized by antiparallel in...
Article
The absolute configuration has been determined for the bicyclic title compound, C14H17N7O7S, an inter­mediate in the synthesis of fixed chiral bis­(1,2-amino­hydr­oxy) compounds. In the crystal structure, the chair conformation of the seven-membered lactam ring exhibits four axial heteroatom substituents. The fused five-membered thia­zolidine ring...
Article
The absolute configuration has been determined for the title compound, C14H18N2O6S, a fluorescent dipeptide analogue, which can act as a rigid backbone chromophore in peptides. Intermolecular N—H⋯O=C hydrogen bonds [H⋯O = 2.37 (2) Å] are observed in the crystal packing.
Article
The title compound, C11H19NO4, is a precursor for the preparation of (1S,2R,4R)-4-amino-2-(hydroxy­methyl)­cyclo­pentanol, which is an important carbocyclic analogue of β-2-deoxy­ribosyl­amine. The crystal packing of the title compound is stabilized by intermolecular O—H⋯O hydrogen bonds.