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Mesoporosity‐Enabled Selectivity of Mesoporous Palladium‐Based Nanocrystals Catalysts in Semihydrogenation of Alkynes

Theoretical frames STEM

[No authors listed]
GSID: HPmLVEnpHjQJ
H Lv, H Qin, M Sun, F Jia, B Huang… - Angewandte Chemie, 2022 - Wiley Online Library

… Density functional theory calculations further demonstrated … areas and continuous crystalline frameworks. Compared with … electron microscopy (HAADF-STEM) further displayed that …

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Lv, H., Qin, H., Sun, M., Jia, F., Huang, B., & Liu, B. (2022). Mesoporosity‐Enabled Selectivity of Mesoporous Palladium‐Based Nanocrystals Catalysts in Semihydrogenation of Alkynes. Angewandte Chemie, 134(8), e202114539.
Lv, Hao, et al. "Mesoporosity‐Enabled Selectivity of Mesoporous Palladium‐Based Nanocrystals Catalysts in Semihydrogenation of Alkynes." Angewandte Chemie 134.8 (2022): e202114539.
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Poly (aryleneethynylene) s: syntheses, properties, structures, and applications

EPSCoR Research Infrastructure Improvement Program: Bridging EPSCoR Communities AND Program Evaluation

Bunz UHF.
GSID: 7qVlccayQPwJ
UHF Bunz - Chemical reviews, 2000 - ACS Publications

… This review will cover the area of polymeric PEs and their syntheses, properties, structures, … The field of metal-bridged alkynes and aryleneethynylenes is not covered, because these …

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Bunz, U. H. (2000). Poly (aryleneethynylene) s: syntheses, properties, structures, and applications. Chemical reviews, 100(4), 1605-1644.
Bunz, Uwe HF. "Poly (aryleneethynylene) s: syntheses, properties, structures, and applications." Chemical reviews 100.4 (2000): 1605-1644.
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Strain-promoted oxidative annulation of arynes and cyclooctynes with benzamides: palladium-catalyzed C-H/N-H activation for the synthesis of N-heterocycles.

Organic letters

Peng X, Wang W, Jiang C, Sun D, Xu Z, Tung CH.
PMID: 25275617
Org Lett. 2014 Oct 17;16(20):5354-7. doi: 10.1021/ol5025426. Epub 2014 Oct 02.

Strained alkynes include arynes and cyclooctynes reacted with N-methoxyamides through palladium-catalyzed C-H/N-H activation for the first time. A variety of important N-heterocycles such as phenanthridinones and isoquinolones were constructed in one step with high efficiency.

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Peng X, Wang W, Jiang C, et al. Strain-promoted oxidative annulation of arynes and cyclooctynes with benzamides: palladium-catalyzed C-H/N-H activation for the synthesis of N-heterocycles. Org Lett. 2014;16(20):5354-7doi: 10.1021/ol5025426.
Peng, X., Wang, W., Jiang, C., Sun, D., Xu, Z., & Tung, C. H. (2014). Strain-promoted oxidative annulation of arynes and cyclooctynes with benzamides: palladium-catalyzed C-H/N-H activation for the synthesis of N-heterocycles. Organic letters, 16(20), 5354-7. https://doi.org/10.1021/ol5025426
Peng, Xianglong, et al. "Strain-promoted oxidative annulation of arynes and cyclooctynes with benzamides: palladium-catalyzed C-H/N-H activation for the synthesis of N-heterocycles." Organic letters vol. 16,20 (2014): 5354-7. doi: https://doi.org/10.1021/ol5025426
Peng X, Wang W, Jiang C, Sun D, Xu Z, Tung CH. Strain-promoted oxidative annulation of arynes and cyclooctynes with benzamides: palladium-catalyzed C-H/N-H activation for the synthesis of N-heterocycles. Org Lett. 2014 Oct 17;16(20):5354-7. doi: 10.1021/ol5025426. Epub 2014 Oct 02. PMID: 25275617.
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Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-diaminoarenes: formation of N,N'-dihydropyrazines.

Chemistry (Weinheim an der Bergstrasse, Germany)

Engelhart JU, Lindner BD, Tverskoy O, Rominger F, Bunz UH.
PMID: 24123393
Chemistry. 2013 Nov 04;19(45):15089-92. doi: 10.1002/chem.201303277. Epub 2013 Oct 07.

No abstract available.

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Engelhart JU, Lindner BD, Tverskoy O, et al. Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-diaminoarenes: formation of N,N'-dihydropyrazines. Chemistry. 2013;19(45):15089-92doi: 10.1002/chem.201303277.
Engelhart, J. U., Lindner, B. D., Tverskoy, O., Rominger, F., & Bunz, U. H. (2013). Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-diaminoarenes: formation of N,N'-dihydropyrazines. Chemistry (Weinheim an der Bergstrasse, Germany), 19(45), 15089-92. https://doi.org/10.1002/chem.201303277
Engelhart, Jens U, et al. "Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-diaminoarenes: formation of N,N'-dihydropyrazines." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 19,45 (2013): 15089-92. doi: https://doi.org/10.1002/chem.201303277
Engelhart JU, Lindner BD, Tverskoy O, Rominger F, Bunz UH. Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-diaminoarenes: formation of N,N'-dihydropyrazines. Chemistry. 2013 Nov 04;19(45):15089-92. doi: 10.1002/chem.201303277. Epub 2013 Oct 07. PMID: 24123393.
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Highly selective molybdenum ONO pincer complex initiates the living ring-opening metathesis polymerization of strained alkynes with exceptionally low polydispersity indices.

Journal of the American Chemical Society

Bellone DE, Bours J, Menke EH, Fischer FR.
PMID: 25535767
J Am Chem Soc. 2015 Jan 21;137(2):850-6. doi: 10.1021/ja510919v. Epub 2015 Jan 06.

The pseudo-octahedral molybdenum benzylidyne complex [TolC≡Mo(ONO)(OR)]·KOR (R = CCH3(CF3)2) 1, featuring a stabilizing ONO pincer ligand, initiates the controlled living polymerization of strained dibenzocyclooctynes at T > 60 °C to give high molecular weight polymers with exceptionally low polydispersities...

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Bellone DE, Bours J, Menke EH, et al. Highly selective molybdenum ONO pincer complex initiates the living ring-opening metathesis polymerization of strained alkynes with exceptionally low polydispersity indices. J Am Chem Soc. 2015;137(2):850-6doi: 10.1021/ja510919v.
Bellone, D. E., Bours, J., Menke, E. H., & Fischer, F. R. (2015). Highly selective molybdenum ONO pincer complex initiates the living ring-opening metathesis polymerization of strained alkynes with exceptionally low polydispersity indices. Journal of the American Chemical Society, 137(2), 850-6. https://doi.org/10.1021/ja510919v
Bellone, Donatela E, et al. "Highly selective molybdenum ONO pincer complex initiates the living ring-opening metathesis polymerization of strained alkynes with exceptionally low polydispersity indices." Journal of the American Chemical Society vol. 137,2 (2015): 850-6. doi: https://doi.org/10.1021/ja510919v
Bellone DE, Bours J, Menke EH, Fischer FR. Highly selective molybdenum ONO pincer complex initiates the living ring-opening metathesis polymerization of strained alkynes with exceptionally low polydispersity indices. J Am Chem Soc. 2015 Jan 21;137(2):850-6. doi: 10.1021/ja510919v. Epub 2015 Jan 06. PMID: 25535767; PMCID: PMC4308759.
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Chemo-, regio-, and stereoselective iron-catalysed hydroboration of alkenes and alkynes.

Chemical communications (Cambridge, England)

Greenhalgh MD, Thomas SP.
PMID: 24158267
Chem Commun (Camb). 2013 Dec 11;49(95):11230-2. doi: 10.1039/c3cc46727a. Epub 2013 Oct 25.

The highly chemo-, regio-, and stereoselective synthesis of alkyl- and vinyl boronic esters with good functional group tolerance has been developed using in situ activation of a bench-stable iron(II) pre-catalyst and pinacolborane (16 examples, 45-95% yield, TOF up to...

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Greenhalgh MD, Thomas SP. Chemo-, regio-, and stereoselective iron-catalysed hydroboration of alkenes and alkynes. Chem Commun (Camb). 2013;49(95):11230-2doi: 10.1039/c3cc46727a.
Greenhalgh, M. D., & Thomas, S. P. (2013). Chemo-, regio-, and stereoselective iron-catalysed hydroboration of alkenes and alkynes. Chemical communications (Cambridge, England), 49(95), 11230-2. https://doi.org/10.1039/c3cc46727a
Greenhalgh, Mark D, and Thomas, Stephen P. "Chemo-, regio-, and stereoselective iron-catalysed hydroboration of alkenes and alkynes." Chemical communications (Cambridge, England) vol. 49,95 (2013): 11230-2. doi: https://doi.org/10.1039/c3cc46727a
Greenhalgh MD, Thomas SP. Chemo-, regio-, and stereoselective iron-catalysed hydroboration of alkenes and alkynes. Chem Commun (Camb). 2013 Dec 11;49(95):11230-2. doi: 10.1039/c3cc46727a. Epub 2013 Oct 25. PMID: 24158267.
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Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst.

Journal of the American Chemical Society

Zhang J, Chen H, Lin C, Liu Z, Wang C, Zhang Y.
PMID: 26389708
J Am Chem Soc. 2015 Oct 14;137(40):12990-6. doi: 10.1021/jacs.5b07424. Epub 2015 Oct 01.

A new method of cobalt-catalyzed synthesis of pyrrolidinones from aliphatic amides and terminal alkynes was discovered through a C-H bond functionalization process on unactivated sp(3) carbons with the silver cocatalyst using a bidentate auxiliary. For the first time, a...

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Zhang J, Chen H, Lin C, et al. Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst. J Am Chem Soc. 2015;137(40):12990-6doi: 10.1021/jacs.5b07424.
Zhang, J., Chen, H., Lin, C., Liu, Z., Wang, C., & Zhang, Y. (2015). Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst. Journal of the American Chemical Society, 137(40), 12990-6. https://doi.org/10.1021/jacs.5b07424
Zhang, Jitan, et al. "Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst." Journal of the American Chemical Society vol. 137,40 (2015): 12990-6. doi: https://doi.org/10.1021/jacs.5b07424
Zhang J, Chen H, Lin C, Liu Z, Wang C, Zhang Y. Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst. J Am Chem Soc. 2015 Oct 14;137(40):12990-6. doi: 10.1021/jacs.5b07424. Epub 2015 Oct 01. PMID: 26389708.
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A Genome-wide Association Study of Lung Cancer Identifies a Region of Chromosome 5p15 Associated with Risk for Adenocarcinoma.

American journal of human genetics

Landi MT, Chatterjee N, Yu K, Goldin LR, Goldstein AM, Rotunno M, Mirabello L, Jacobs K, Wheeler W, Yeager M, Bergen AW, Li Q, Consonni D, Pesatori AC, Wacholder S, Thun M, Diver R, Oken M, Virtamo J, Albanes D, Wang Z, Burdette L, Doheny KF, Pugh EW, Laurie C, Brennan P, Hung R, Gaborieau V, McKay JD, Lathrop M, McLaughlin J, Wang Y, Tsao MS, Spitz MR, Wang Y, Krokan H, Vatten L, Skorpen F, Arnesen E, Benhamou S, Bouchard C, Metspalu A, Vooder T, Nelis M, Välk K, Field JK, Chen C, Goodman G, Sulem P, Thorleifsson G, Rafnar T, Eisen T, Sauter W, Rosenberger A, Bickeböller H, Risch A, Chang-Claude J, Wichmann HE, Stefansson K, Houlston R, Amos CI, Fraumeni JF, Savage SA, Bertazzi PA, Tucker MA, Chanock S, Caporaso NE.
PMID: 28472664
Am J Hum Genet. 2011 Jun 10;88(6):861. doi: 10.1016/j.ajhg.2011.05.003. Epub 2011 Jun 10.

No abstract available.

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Landi MT, Chatterjee N, Yu K, et al. A Genome-wide Association Study of Lung Cancer Identifies a Region of Chromosome 5p15 Associated with Risk for Adenocarcinoma. Am J Hum Genet. 2011;88(6):861doi: 10.1016/j.ajhg.2011.05.003.
Landi, M. T., Chatterjee, N., Yu, K., Goldin, L. R., Goldstein, A. M., Rotunno, M., Mirabello, L., Jacobs, K., Wheeler, W., Yeager, M., Bergen, A. W., Li, Q., Consonni, D., Pesatori, A. C., Wacholder, S., Thun, M., Diver, R., Oken, M., Virtamo, J., Albanes, D., Wang, Z., Burdette, L., Doheny, K. F., Pugh, E. W., Laurie, C., Brennan, P., Hung, R., Gaborieau, V., McKay, J. D., Lathrop, M., McLaughlin, J., Wang, Y., Tsao, M. S., Spitz, M. R., Wang, Y., Krokan, H., Vatten, L., Skorpen, F., Arnesen, E., Benhamou, S., Bouchard, C., Metspalu, A., Vooder, T., Nelis, M., Välk, K., Field, J. K., Chen, C., Goodman, G., Sulem, P., Thorleifsson, G., Rafnar, T., Eisen, T., Sauter, W., Rosenberger, A., Bickeböller, H., Risch, A., Chang-Claude, J., Wichmann, H. E., Stefansson, K., Houlston, R., Amos, C. I., Fraumeni, J. F., Savage, S. A., Bertazzi, P. A., Tucker, M. A., Chanock, S., & Caporaso, N. E. (2011). A Genome-wide Association Study of Lung Cancer Identifies a Region of Chromosome 5p15 Associated with Risk for Adenocarcinoma. American journal of human genetics, 88(6), 861. https://doi.org/10.1016/j.ajhg.2011.05.003
Landi, Maria Teresa, et al. "A Genome-wide Association Study of Lung Cancer Identifies a Region of Chromosome 5p15 Associated with Risk for Adenocarcinoma." American journal of human genetics vol. 88,6 (2011): 861. doi: https://doi.org/10.1016/j.ajhg.2011.05.003
Landi MT, Chatterjee N, Yu K, Goldin LR, Goldstein AM, Rotunno M, Mirabello L, Jacobs K, Wheeler W, Yeager M, Bergen AW, Li Q, Consonni D, Pesatori AC, Wacholder S, Thun M, Diver R, Oken M, Virtamo J, Albanes D, Wang Z, Burdette L, Doheny KF, Pugh EW, Laurie C, Brennan P, Hung R, Gaborieau V, McKay JD, Lathrop M, McLaughlin J, Wang Y, Tsao MS, Spitz MR, Wang Y, Krokan H, Vatten L, Skorpen F, Arnesen E, Benhamou S, Bouchard C, Metspalu A, Vooder T, Nelis M, Välk K, Field JK, Chen C, Goodman G, Sulem P, Thorleifsson G, Rafnar T, Eisen T, Sauter W, Rosenberger A, Bickeböller H, Risch A, Chang-Claude J, Wichmann HE, Stefansson K, Houlston R, Amos CI, Fraumeni JF, Savage SA, Bertazzi PA, Tucker MA, Chanock S, Caporaso NE. A Genome-wide Association Study of Lung Cancer Identifies a Region of Chromosome 5p15 Associated with Risk for Adenocarcinoma. Am J Hum Genet. 2011 Jun 10;88(6):861. doi: 10.1016/j.ajhg.2011.05.003. Epub 2011 Jun 10. PMID: 28472664; PMCID: PMC3113243.
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Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester.

The Journal of organic chemistry

Sumino S, Uno M, Fukuyama T, Ryu I, Matsuura M, Yamamoto A, Kishikawa Y.
PMID: 28472881
J Org Chem. 2017 May 19;82(10):5469-5474. doi: 10.1021/acs.joc.7b00609. Epub 2017 May 11.

Photoredox-catalyzed hydrodifluoroalkylation of alkenes proceeded smoothly in the presence of a Hantzsch ester as a hydrogen source under visible light irradiation. The reaction was also applicable to the hydrodifluoroalkylation of alkynes, and a continuous photo flow reaction was also...

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Sumino S, Uno M, Fukuyama T, et al. Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester. J Org Chem. 2017;82(10):5469-5474doi: 10.1021/acs.joc.7b00609.
Sumino, S., Uno, M., Fukuyama, T., Ryu, I., Matsuura, M., Yamamoto, A., & Kishikawa, Y. (2017). Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester. The Journal of organic chemistry, 82(10), 5469-5474. https://doi.org/10.1021/acs.joc.7b00609
Sumino, Shuhei, et al. "Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester." The Journal of organic chemistry vol. 82,10 (2017): 5469-5474. doi: https://doi.org/10.1021/acs.joc.7b00609
Sumino S, Uno M, Fukuyama T, Ryu I, Matsuura M, Yamamoto A, Kishikawa Y. Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester. J Org Chem. 2017 May 19;82(10):5469-5474. doi: 10.1021/acs.joc.7b00609. Epub 2017 May 11. PMID: 28472881.
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Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation.

Organic letters

Hegmann N, Prusko L, Heinrich MR.
PMID: 28472891
Org Lett. 2017 May 05;19(9):2222-2225. doi: 10.1021/acs.orglett.7b00676. Epub 2017 Apr 20.

The radical 5-exo cyclization starting from 2-allyloxyphenyldiazonium ions can be employed for the diastereoselective synthesis of ortho-spirocyclohexadienones through a consecutive addition to alkynes. The spirocyclic systems are formed in a radical [2 + 2 + 1] cycloaddition comprising three...

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Hegmann N, Prusko L, Heinrich MR. Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation. Org Lett. 2017;19(9):2222-2225doi: 10.1021/acs.orglett.7b00676.
Hegmann, N., Prusko, L., & Heinrich, M. R. (2017). Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation. Organic letters, 19(9), 2222-2225. https://doi.org/10.1021/acs.orglett.7b00676
Hegmann, Nina, et al. "Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation." Organic letters vol. 19,9 (2017): 2222-2225. doi: https://doi.org/10.1021/acs.orglett.7b00676
Hegmann N, Prusko L, Heinrich MR. Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation. Org Lett. 2017 May 05;19(9):2222-2225. doi: 10.1021/acs.orglett.7b00676. Epub 2017 Apr 20. PMID: 28472891.
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Enantiospecific Alkynylation of Alkylboronic Esters.

Angewandte Chemie (International ed. in English)

Wang Y, Noble A, Myers EL, Aggarwal VK.
PMID: 26934427
Angew Chem Int Ed Engl. 2016 Mar 18;55(13):4270-4. doi: 10.1002/anie.201600599. Epub 2016 Mar 02.

Enantioenriched secondary and tertiary alkyl pinacolboronic esters undergo enantiospecific deborylative alkynylation through a Zweifel-type alkenylation followed by a 1,2-elimination reaction. The process involves use of α-lithio vinyl bromide or vinyl carbamate species, for which application to Zweifel-type reactions has...

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Wang Y, Noble A, Myers EL, et al. Enantiospecific Alkynylation of Alkylboronic Esters. Angew Chem Int Ed Engl. 2016;55(13):4270-4doi: 10.1002/anie.201600599.
Wang, Y., Noble, A., Myers, E. L., & Aggarwal, V. K. (2016). Enantiospecific Alkynylation of Alkylboronic Esters. Angewandte Chemie (International ed. in English), 55(13), 4270-4. https://doi.org/10.1002/anie.201600599
Wang, Yahui, et al. "Enantiospecific Alkynylation of Alkylboronic Esters." Angewandte Chemie (International ed. in English) vol. 55,13 (2016): 4270-4. doi: https://doi.org/10.1002/anie.201600599
Wang Y, Noble A, Myers EL, Aggarwal VK. Enantiospecific Alkynylation of Alkylboronic Esters. Angew Chem Int Ed Engl. 2016 Mar 18;55(13):4270-4. doi: 10.1002/anie.201600599. Epub 2016 Mar 02. PMID: 26934427; PMCID: PMC4804747.
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Trifluoroethoxy-Coated Subphthalocyanine affects Trifluoromethylation of Alkenes and Alkynes even under Low-Energy Red-Light Irradiation.

ChemistryOpen

Matsuzaki K, Hiromura T, Tokunaga E, Shibata N.
PMID: 28413756
ChemistryOpen. 2017 Feb 21;6(2):226-230. doi: 10.1002/open.201600172. eCollection 2017 Apr.

Photoredox chemical reactions induced by visible light have undergone a renaissance in recent years. Polypyridyl dyes such as Ir(ppy)

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Matsuzaki K, Hiromura T, Tokunaga E, et al. Trifluoroethoxy-Coated Subphthalocyanine affects Trifluoromethylation of Alkenes and Alkynes even under Low-Energy Red-Light Irradiation. ChemistryOpen. 2017;6(2):226-230doi: 10.1002/open.201600172.
Matsuzaki, K., Hiromura, T., Tokunaga, E., & Shibata, N. (2017). Trifluoroethoxy-Coated Subphthalocyanine affects Trifluoromethylation of Alkenes and Alkynes even under Low-Energy Red-Light Irradiation. ChemistryOpen, 6(2), 226-230. https://doi.org/10.1002/open.201600172
Matsuzaki, Kohei, et al. "Trifluoroethoxy-Coated Subphthalocyanine affects Trifluoromethylation of Alkenes and Alkynes even under Low-Energy Red-Light Irradiation." ChemistryOpen vol. 6,2 (2017): 226-230. doi: https://doi.org/10.1002/open.201600172
Matsuzaki K, Hiromura T, Tokunaga E, Shibata N. Trifluoroethoxy-Coated Subphthalocyanine affects Trifluoromethylation of Alkenes and Alkynes even under Low-Energy Red-Light Irradiation. ChemistryOpen. 2017 Feb 21;6(2):226-230. doi: 10.1002/open.201600172. eCollection 2017 Apr. PMID: 28413756; PMCID: PMC5390801.
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