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Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines.

Chemistry (Weinheim an der Bergstrasse, Germany)

Tussing S, Kaupmees K, Paradies J.
PMID: 27060884
Chemistry. 2016 May 23;22(22):7422-6. doi: 10.1002/chem.201600716. Epub 2016 Apr 09.

The autoinduced, frustrated Lewis pair (FLP)-catalyzed hydrogenation of 16-benzene-ring substituted N-benzylidene-tert-butylamines with B(2,6-F2 C6 H3 )3 and molecular hydrogen was investigated by kinetic analysis. The pKa values for imines and for the corresponding amines were determined by quantum-mechanical methods...

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Tussing S, Kaupmees K, Paradies J. Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines. Chemistry. 2016;22(22):7422-6doi: 10.1002/chem.201600716.
Tussing, S., Kaupmees, K., & Paradies, J. (2016). Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines. Chemistry (Weinheim an der Bergstrasse, Germany), 22(22), 7422-6. https://doi.org/10.1002/chem.201600716
Tussing, Sebastian, et al. "Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,22 (2016): 7422-6. doi: https://doi.org/10.1002/chem.201600716
Tussing S, Kaupmees K, Paradies J. Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines. Chemistry. 2016 May 23;22(22):7422-6. doi: 10.1002/chem.201600716. Epub 2016 Apr 09. PMID: 27060884.
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Very Large Inflammatory Odontogenic Cyst with Origin on a Single Long Time Traumatized Lower Incisor.

Journal of clinical and diagnostic research : JCDR

Martins JN, Freitas F, Andre S, Moreira A, Carames J.
PMID: 26393219
J Clin Diagn Res. 2015 Jul;9(7):ZD07-10. doi: 10.7860/JCDR/2015/14571.6173. Epub 2015 Jul 01.

One of the consequences of traumatic injuries is the chance of aseptic pulp necrosis to occur which in time may became infected and give origin to periapical pathosis. Although the apical granulomas and cysts are a common condition, there...

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Martins JN, Freitas F, Andre S, et al. Very Large Inflammatory Odontogenic Cyst with Origin on a Single Long Time Traumatized Lower Incisor. J Clin Diagn Res. 2015;9(7):ZD07-10doi: 10.7860/JCDR/2015/14571.6173.
Martins, J. N., Freitas, F., Andre, S., Moreira, A., & Carames, J. (2015). Very Large Inflammatory Odontogenic Cyst with Origin on a Single Long Time Traumatized Lower Incisor. Journal of clinical and diagnostic research : JCDR, 9(7), ZD07-10. https://doi.org/10.7860/JCDR/2015/14571.6173
Martins, Jorge N R, et al. "Very Large Inflammatory Odontogenic Cyst with Origin on a Single Long Time Traumatized Lower Incisor." Journal of clinical and diagnostic research : JCDR vol. 9,7 (2015): ZD07-10. doi: https://doi.org/10.7860/JCDR/2015/14571.6173
Martins JN, Freitas F, Andre S, Moreira A, Carames J. Very Large Inflammatory Odontogenic Cyst with Origin on a Single Long Time Traumatized Lower Incisor. J Clin Diagn Res. 2015 Jul;9(7):ZD07-10. doi: 10.7860/JCDR/2015/14571.6173. Epub 2015 Jul 01. PMID: 26393219; PMCID: PMC4573052.
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Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation.

Journal of the American Chemical Society

Sitte NA, Bursch M, Grimme S, Paradies J.
PMID: 30541278
J Am Chem Soc. 2019 Jan 09;141(1):159-162. doi: 10.1021/jacs.8b12997. Epub 2018 Dec 17.

A method for the metal-free reduction of carboxylic amides using oxalyl chloride as an activating agent and hydrogen as the final reductant is introduced. The reaction proceeds via the hydrogen splitting by B(2,6-F

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Sitte NA, Bursch M, Grimme S, et al. Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation. J Am Chem Soc. 2018;141(1):159-162doi: 10.1021/jacs.8b12997.
Sitte, N. A., Bursch, M., Grimme, S., & Paradies, J. (2019). Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation. Journal of the American Chemical Society, 141(1), 159-162. https://doi.org/10.1021/jacs.8b12997
Sitte, Nikolai A, et al. "Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation." Journal of the American Chemical Society vol. 141,1 (2019): 159-162. doi: https://doi.org/10.1021/jacs.8b12997
Sitte NA, Bursch M, Grimme S, Paradies J. Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation. J Am Chem Soc. 2019 Jan 09;141(1):159-162. doi: 10.1021/jacs.8b12997. Epub 2018 Dec 17. PMID: 30541278.
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Mixed-Valence Compounds as Polarizing Agents for Overhauser Dynamic Nuclear Polarization in Solids*.

Angewandte Chemie (International ed. in English)

Gurinov A, Sieland B, Kuzhelev A, Elgabarty H, Kühne TD, Prisner T, Paradies J, Baldus M, Ivanov KL, Pylaeva S.
PMID: 33908694
Angew Chem Int Ed Engl. 2021 Jul 05;60(28):15371-15375. doi: 10.1002/anie.202103215. Epub 2021 Jun 07.

Herein, we investigate a novel set of polarizing agents-mixed-valence compounds-by theoretical and experimental methods and demonstrate their performance in high-field dynamic nuclear polarization (DNP) NMR experiments in the solid state. Mixed-valence compounds constitute a group of molecules in which...

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Gurinov A, Sieland B, Kuzhelev A, et al. Mixed-Valence Compounds as Polarizing Agents for Overhauser Dynamic Nuclear Polarization in Solids*. Angew Chem Int Ed Engl. 2021;60(28):15371-15375doi: 10.1002/anie.202103215.
Gurinov, A., Sieland, B., Kuzhelev, A., Elgabarty, H., Kühne, T. D., Prisner, T., Paradies, J., Baldus, M., Ivanov, K. L., & Pylaeva, S. (2021). Mixed-Valence Compounds as Polarizing Agents for Overhauser Dynamic Nuclear Polarization in Solids*. Angewandte Chemie (International ed. in English), 60(28), 15371-15375. https://doi.org/10.1002/anie.202103215
Gurinov, Andrei, et al. "Mixed-Valence Compounds as Polarizing Agents for Overhauser Dynamic Nuclear Polarization in Solids*." Angewandte Chemie (International ed. in English) vol. 60,28 (2021): 15371-15375. doi: https://doi.org/10.1002/anie.202103215
Gurinov A, Sieland B, Kuzhelev A, Elgabarty H, Kühne TD, Prisner T, Paradies J, Baldus M, Ivanov KL, Pylaeva S. Mixed-Valence Compounds as Polarizing Agents for Overhauser Dynamic Nuclear Polarization in Solids*. Angew Chem Int Ed Engl. 2021 Jul 05;60(28):15371-15375. doi: 10.1002/anie.202103215. Epub 2021 Jun 07. PMID: 33908694; PMCID: PMC8361920.
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Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles.

Angewandte Chemie (International ed. in English)

Maier AF, Tussing S, Schneider T, Flörke U, Qu ZW, Grimme S, Paradies J.
PMID: 27594431
Angew Chem Int Ed Engl. 2016 Sep 26;55(40):12219-23. doi: 10.1002/anie.201606426. Epub 2016 Sep 05.

An acceptorless dehydrogenation of heterocycles catalyzed by frustrated Lewis pairs (FLPs) was developed. Oxidation with concomitant liberation of molecular hydrogen proceeded in high to excellent yields for N-protected indolines as well as four other substrate classes. The mechanism of...

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Maier AF, Tussing S, Schneider T, et al. Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles. Angew Chem Int Ed Engl. 2016;55(40):12219-23doi: 10.1002/anie.201606426.
Maier, A. F., Tussing, S., Schneider, T., Flörke, U., Qu, Z. W., Grimme, S., & Paradies, J. (2016). Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles. Angewandte Chemie (International ed. in English), 55(40), 12219-23. https://doi.org/10.1002/anie.201606426
Maier, Alexander F G, et al. "Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles." Angewandte Chemie (International ed. in English) vol. 55,40 (2016): 12219-23. doi: https://doi.org/10.1002/anie.201606426
Maier AF, Tussing S, Schneider T, Flörke U, Qu ZW, Grimme S, Paradies J. Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles. Angew Chem Int Ed Engl. 2016 Sep 26;55(40):12219-23. doi: 10.1002/anie.201606426. Epub 2016 Sep 05. PMID: 27594431.
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Heteroacene Synthesis through C-S Cross-Coupling/5-endo-dig Cyclization.

Chemistry (Weinheim an der Bergstrasse, Germany)

Oechsle P, Flörke U, Egold H, Paradies J.
PMID: 27862441
Chemistry. 2016 Dec 19;22(51):18559-18563. doi: 10.1002/chem.201603737. Epub 2016 Nov 11.

Highly efficient, one-step synthesis of sulfur-containing heteroacenes was achieved through palladium-catalyzed C-S cross-coupling of bis-alkynes with thioacetate as hydrogen sulfide surrogate. Heteroacenes consisting of three, five, and seven fused aromatic rings were obtained in a single catalytic step by...

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Oechsle P, Flörke U, Egold H, et al. Heteroacene Synthesis through C-S Cross-Coupling/5-endo-dig Cyclization. Chemistry. 2016;22(51):18559-18563doi: 10.1002/chem.201603737.
Oechsle, P., Flörke, U., Egold, H., & Paradies, J. (2016). Heteroacene Synthesis through C-S Cross-Coupling/5-endo-dig Cyclization. Chemistry (Weinheim an der Bergstrasse, Germany), 22(51), 18559-18563. https://doi.org/10.1002/chem.201603737
Oechsle, Peter, et al. "Heteroacene Synthesis through C-S Cross-Coupling/5-endo-dig Cyclization." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,51 (2016): 18559-18563. doi: https://doi.org/10.1002/chem.201603737
Oechsle P, Flörke U, Egold H, Paradies J. Heteroacene Synthesis through C-S Cross-Coupling/5-endo-dig Cyclization. Chemistry. 2016 Dec 19;22(51):18559-18563. doi: 10.1002/chem.201603737. Epub 2016 Nov 11. PMID: 27862441.
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Diastereoselective Synthesis of Dihydro-quinolin-4-ones by a Borane-Catalyzed Redox-Neutral .

Organic letters

Wicker G, Schoch R, Paradies J.
PMID: 33843243
Org Lett. 2021 May 07;23(9):3626-3630. doi: 10.1021/acs.orglett.1c01018. Epub 2021 Apr 12.

The borane-catalyzed synthesis of dihydroquinoline-4-ones is developed. The amino-substituted chalcones undergo a 1,7-hydride shift upon Lewis acid activation to form a zwitterionic iminium enolate, which collapses to the dihydroquinoline-4-one scaffold. The reaction proceeds in high yields (75-99%) with an...

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Wicker G, Schoch R, Paradies J. Diastereoselective Synthesis of Dihydro-quinolin-4-ones by a Borane-Catalyzed Redox-Neutral . Org Lett. 2021;23(9):3626-3630doi: 10.1021/acs.orglett.1c01018.
Wicker, G., Schoch, R., & Paradies, J. (2021). Diastereoselective Synthesis of Dihydro-quinolin-4-ones by a Borane-Catalyzed Redox-Neutral . Organic letters, 23(9), 3626-3630. https://doi.org/10.1021/acs.orglett.1c01018
Wicker, Garrit, et al. "Diastereoselective Synthesis of Dihydro-quinolin-4-ones by a Borane-Catalyzed Redox-Neutral ." Organic letters vol. 23,9 (2021): 3626-3630. doi: https://doi.org/10.1021/acs.orglett.1c01018
Wicker G, Schoch R, Paradies J. Diastereoselective Synthesis of Dihydro-quinolin-4-ones by a Borane-Catalyzed Redox-Neutral . Org Lett. 2021 May 07;23(9):3626-3630. doi: 10.1021/acs.orglett.1c01018. Epub 2021 Apr 12. PMID: 33843243.
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Artificial intelligence and machine learning in clinical development: a translational perspective.

NPJ digital medicine

Shah P, Kendall F, Khozin S, Goosen R, Hu J, Laramie J, Ringel M, Schork N.
PMID: 31372505
NPJ Digit Med. 2019 Jul 26;2:69. doi: 10.1038/s41746-019-0148-3. eCollection 2019.

Future of clinical development is on the verge of a major transformation due to convergence of large new digital data sources, computing power to identify clinically meaningful patterns in the data using efficient artificial intelligence and machine-learning algorithms, and...

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Shah P, Kendall F, Khozin S, et al. Artificial intelligence and machine learning in clinical development: a translational perspective. NPJ Digit Med. 2019;2:69doi: 10.1038/s41746-019-0148-3.
Shah, P., Kendall, F., Khozin, S., Goosen, R., Hu, J., Laramie, J., Ringel, M., & Schork, N. (2019). Artificial intelligence and machine learning in clinical development: a translational perspective. NPJ digital medicine, 269. https://doi.org/10.1038/s41746-019-0148-3
Shah, Pratik, et al. "Artificial intelligence and machine learning in clinical development: a translational perspective." NPJ digital medicine vol. 2 (2019): 69. doi: https://doi.org/10.1038/s41746-019-0148-3
Shah P, Kendall F, Khozin S, Goosen R, Hu J, Laramie J, Ringel M, Schork N. Artificial intelligence and machine learning in clinical development: a translational perspective. NPJ Digit Med. 2019 Jul 26;2:69. doi: 10.1038/s41746-019-0148-3. eCollection 2019. PMID: 31372505; PMCID: PMC6659652.
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Catalytic metal-free Si-N cross-dehydrocoupling.

Chemical communications (Cambridge, England)

Greb L, Tamke S, Paradies J.
PMID: 24445986
Chem Commun (Camb). 2014 Mar 04;50(18):2318-20. doi: 10.1039/c3cc49558b. Epub 2014 Jan 21.

The metal-free B(C6F5)3 catalyzed dehydrocoupling of hydrosilanes with anilines, carbazoles and indoles is reported. For anilines and carbazoles the reaction proceeds by the liberation of H2 as the sole Si-N coupling byproduct. Indoles react with diphenyl(methyl) hydrosilane to give...

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Greb L, Tamke S, Paradies J. Catalytic metal-free Si-N cross-dehydrocoupling. Chem Commun (Camb). 2014;50(18):2318-20doi: 10.1039/c3cc49558b.
Greb, L., Tamke, S., & Paradies, J. (2014). Catalytic metal-free Si-N cross-dehydrocoupling. Chemical communications (Cambridge, England), 50(18), 2318-20. https://doi.org/10.1039/c3cc49558b
Greb, Lutz, et al. "Catalytic metal-free Si-N cross-dehydrocoupling." Chemical communications (Cambridge, England) vol. 50,18 (2014): 2318-20. doi: https://doi.org/10.1039/c3cc49558b
Greb L, Tamke S, Paradies J. Catalytic metal-free Si-N cross-dehydrocoupling. Chem Commun (Camb). 2014 Mar 04;50(18):2318-20. doi: 10.1039/c3cc49558b. Epub 2014 Jan 21. PMID: 24445986.
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Frustrated Lewis pair catalyzed hydrosilylation and hydrosilane mediated hydrogenation of fulvenes.

Organic & biomolecular chemistry

Tamke S, Daniliuc CG, Paradies J.
PMID: 25293817
Org Biomol Chem. 2014 Dec 07;12(45):9139-44. doi: 10.1039/c4ob01346h.

The frustrated Lewis pair (FLP) mediated hydrosilylation of pentafulvenes is described yielding allyl silanes with high regioselectivity in excellent yields. While phenyl substituted allyl silanes undergo B(C6F5)3-mediated rearrangement to vinyl silanes, dimethyl derivatives experience FLP-catalyzed hydrogenation followed by an...

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Tamke S, Daniliuc CG, Paradies J. Frustrated Lewis pair catalyzed hydrosilylation and hydrosilane mediated hydrogenation of fulvenes. Org Biomol Chem. 2014;12(45):9139-44doi: 10.1039/c4ob01346h.
Tamke, S., Daniliuc, C. G., & Paradies, J. (2014). Frustrated Lewis pair catalyzed hydrosilylation and hydrosilane mediated hydrogenation of fulvenes. Organic & biomolecular chemistry, 12(45), 9139-44. https://doi.org/10.1039/c4ob01346h
Tamke, Sergej, et al. "Frustrated Lewis pair catalyzed hydrosilylation and hydrosilane mediated hydrogenation of fulvenes." Organic & biomolecular chemistry vol. 12,45 (2014): 9139-44. doi: https://doi.org/10.1039/c4ob01346h
Tamke S, Daniliuc CG, Paradies J. Frustrated Lewis pair catalyzed hydrosilylation and hydrosilane mediated hydrogenation of fulvenes. Org Biomol Chem. 2014 Dec 07;12(45):9139-44. doi: 10.1039/c4ob01346h. PMID: 25293817.
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Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling.

Organic letters

Oechsle P, Paradies J.
PMID: 25089734
Org Lett. 2014 Aug 15;16(16):4086-9. doi: 10.1021/ol501752f. Epub 2014 Aug 04.

A modular two-step synthesis of dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by C-S cross-coupling and oxidative dehydro C-H coupling is herein described. Dibenzo[d,d']thieno[3,2-b;4,5-b']dithiophene (DBTDT) and associated two donor (anisyl) and acceptor (acetyl) substituted DTT derivatives were synthesized by palladium-catalyzed cross-coupling sequences in...

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Oechsle P, Paradies J. Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling. Org Lett. 2014;16(16):4086-9doi: 10.1021/ol501752f.
Oechsle, P., & Paradies, J. (2014). Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling. Organic letters, 16(16), 4086-9. https://doi.org/10.1021/ol501752f
Oechsle, Peter, and Paradies, Jan. "Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling." Organic letters vol. 16,16 (2014): 4086-9. doi: https://doi.org/10.1021/ol501752f
Oechsle P, Paradies J. Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling. Org Lett. 2014 Aug 15;16(16):4086-9. doi: 10.1021/ol501752f. Epub 2014 Aug 04. PMID: 25089734.
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Functional-group tolerance in frustrated Lewis pairs: hydrogenation of nitroolefins and acrylates.

Angewandte Chemie (International ed. in English)

Greb L, Daniliuc CG, Bergander K, Paradies J.
PMID: 23610026
Angew Chem Int Ed Engl. 2013 May 27;52(22):5876-9. doi: 10.1002/anie.201210175. Epub 2013 Apr 22.

No abstract available.

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Greb L, Daniliuc CG, Bergander K, et al. Functional-group tolerance in frustrated Lewis pairs: hydrogenation of nitroolefins and acrylates. Angew Chem Int Ed Engl. 2013;52(22):5876-9doi: 10.1002/anie.201210175.
Greb, L., Daniliuc, C. G., Bergander, K., & Paradies, J. (2013). Functional-group tolerance in frustrated Lewis pairs: hydrogenation of nitroolefins and acrylates. Angewandte Chemie (International ed. in English), 52(22), 5876-9. https://doi.org/10.1002/anie.201210175
Greb, Lutz, et al. "Functional-group tolerance in frustrated Lewis pairs: hydrogenation of nitroolefins and acrylates." Angewandte Chemie (International ed. in English) vol. 52,22 (2013): 5876-9. doi: https://doi.org/10.1002/anie.201210175
Greb L, Daniliuc CG, Bergander K, Paradies J. Functional-group tolerance in frustrated Lewis pairs: hydrogenation of nitroolefins and acrylates. Angew Chem Int Ed Engl. 2013 May 27;52(22):5876-9. doi: 10.1002/anie.201210175. Epub 2013 Apr 22. PMID: 23610026.
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Showing 1 to 12 of 30 entries