My Bibliography

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Zhao Q, Rahman M, Zhou T, Yang S, Lalancette R, Szostak R, Szostak M. Wingtip-Flexible N-Heterocyclic Carbenes: Unsymmetrical Connection between IMes and IPr. Angew Chem Int Ed Engl. 2024 Feb 19;63(8):e202318703. doi: 10.1002/anie.202318703. Epub 2024 Jan 16. PubMed PMID: 38135660; PubMed Central PMCID: PMC10922840.

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Gao P, Rahman MM, Zamalloa A, Feliciano J, Szostak M. Classes of Amides that Undergo Selective N-C Amide Bond Activation: The Emergence of Ground-State Destabilization. J Org Chem. 2023 Oct 6;88(19):13371-13391. doi: 10.1021/acs.joc.2c01094. Epub 2022 Sep 2. Review. PubMed PMID: 36054817.

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Podchorodecka P, Dziuk B, Szostak R, Szostak M, Bisz E. IPr*(Oxa) - a new class of sterically-hindered, wingtip-flexible N,C-chelating oxazole-donor N-heterocyclic carbene ligands. Dalton Trans. 2023 Oct 3;52(38):13608-13617. doi: 10.1039/d3dt02255b. PubMed PMID: 37698540.

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Zhang W, Ma J, Zhou F, Szostak M, Liu C. Carboxylic Acids as Double Aryl Group Donors for Biaryl Synthesis. Organic chemistry frontiers : an international journal of organic chemistry. 2023 October; 10(22):5698-5704. doi: 10.1039/D3QO01246H.

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Rahman M, Gao P, Zhao Q, Lalancette R, Szostak R, Szostak M. [Au(Np(#))Cl]: Highly Reactive and Broadly Applicable Au(I)─NHC Catalysts for Alkyne π-Activation Reactions. Catal Sci Technol. 2023 Sep 7;13(17):5131-5139. doi: 10.1039/d3cy00717k. Epub 2023 Jul 26. PubMed PMID: 38464950; PubMed Central PMCID: PMC10923537.

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Zhu X, Wan K, Zhang J, Zhao H, He Y, Ma Y, Yang X, Szostak M. Esterification of Thioamides via Selective N-C(S) Cleavage under Mild Conditions. Org Lett. 2023 Aug 25;25(33):6149-6154. doi: 10.1021/acs.orglett.3c02238. Epub 2023 Aug 14. PubMed PMID: 37578346.

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Yang S, Yu X, Liu Y, Tomasini M, Caporaso L, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. Suzuki-Miyaura Cross-Coupling of Amides by N-C Cleavage Mediated by Air-Stable, Well-Defined [Pd(NHC)(sulfide)Cl(2)] Catalysts: Reaction Development, Scope, and Mechanism. J Org Chem. 2023 Aug 4;88(15):10858-10868. doi: 10.1021/acs.joc.3c00912. Epub 2023 Jul 19. PubMed PMID: 37467445.

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Rahman MM, Zhao Q, Meng G, Lalancette R, Szostak R, Szostak M. [IPr(#)-PEPPSI]: A Well-Defined, Highly Hindered and Broadly Applicable Pd(II)-NHC (NHC = N-Heterocyclic Carbene) Precatalyst for Cross-Coupling Reactions. Molecules. 2023 Aug 2;28(15). doi: 10.3390/molecules28155833. PubMed PMID: 37570803; PubMed Central PMCID: PMC10421006.

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Ji H, Cao H, Wang G, Xing F, Szostak M, Liu C. Predominant Intermolecular Decarbonylative Thioetherification of Carboxylic Acids Using Nickel Precatalysts. Organic chemistry frontiers : an international journal of organic chemistry. 2023 July; 10(17):4275-4281. doi: 10.1039/D3QO00744H.

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Gao P, Szostak M. Hydration Reactions Catalyzed by Transition Metal-NHC (NHC = N-Heterocyclic Carbene) Complexes. Coord Chem Rev. 2023 Jun 15;485. doi: 10.1016/j.ccr.2023.215110. Epub 2023 Mar 30. PubMed PMID: 37064328; PubMed Central PMCID: PMC10104449.

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Rahman MM, Meng G, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. ItOct (ItOctyl) - pushing the limits of ItBu: highly hindered electron-rich N-aliphatic N-heterocyclic carbenes. Chem Sci. 2023 May 17;14(19):5141-5147. doi: 10.1039/d3sc01006f. eCollection 2023 May 17. PubMed PMID: 37206400; PubMed Central PMCID: PMC10189875.

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Hu Y, Gao Y, Ye J, Ma Z, Feng J, Liu X, Lei P, Szostak M. Suzuki-Miyaura Cross-Coupling of 2-Pyridyl Trimethylammonium Salts by N-C Activation Catalyzed by Air- and Moisture-Stable Pd-NHC Precatalysts: Application to the Discovery of Agrochemicals. Org Lett. 2023 May 5;25(17):2975-2980. doi: 10.1021/acs.orglett.3c00741. Epub 2023 Apr 20. PubMed PMID: 37079757.

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Liu F, Anand L, Szostak M. Diversification of Indoles and Pyrroles by Molecular Editing: New Frontiers in Heterocycle-to-Heterocycle Transmutation. Chemistry. 2023 Apr 25;29(24):e202300096. doi: 10.1002/chem.202300096. Epub 2023 Mar 20. PubMed PMID: 36730110; PubMed Central PMCID: PMC10192006.

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Liu X, Li X, Liu L, Huang T, Chen W, Szostak M, Chen T. Pd/Cu-Catalyzed Synthesis of Internal and Sila-Ynones by Direct Selective Acyl Sonogashira Cross-Coupling of Carboxylic Acids with Terminal Alkynes. ACS Catalysis. 2023 April; 13(9):5819–5827. doi: 10.1021/acscatal.2c06205.

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Bie F, Liu X, Szostak M, Liu C. Decarbonylative Alkynylation of Aryl Anhydrides via Palladium Catalysis. J Org Chem. 2023 Apr 7;88(7):4442-4451. doi: 10.1021/acs.joc.2c03039. Epub 2023 Mar 10. PubMed PMID: 36896970.

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Liu C, Xing YY, Zhou T, Chen T, Hong X, Szostak M. Carboxylic-Phosphoric Anhydrides as Direct Electrophiles for Decarbonylative Hirao Cross-Coupling of Carboxylic Acids: DFT Investigation of Mechanistic Pathway. Chem Asian J. 2023 Apr 3;18(7):e202201262. doi: 10.1002/asia.202201262. Epub 2023 Feb 20. PubMed PMID: 36748306.

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Nan J, Ren X, Yan Q, Liu S, Wang J, Ma Y, Szostak M. Hypervalent iodine-promoted twofold oxidative coupling of amines with amides and thioamides: chemoselective pathway to oxazoles and thiazoles. Chem Sci. 2023 Mar 22;14(12):3338-3345. doi: 10.1039/d3sc00301a. eCollection 2023 Mar 22. PubMed PMID: 36970078; PubMed Central PMCID: PMC10034197.

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Gao P, Xu J, Zhou T, Liu Y, Bisz E, Dziuk B, Lalancette R, Szostak R, Zhang D, Szostak M. L-Shaped Heterobidentate Imidazo[1,5-a]pyridin-3-ylidene (N,C)-Ligands for Oxidant-Free Au(I) /Au(III) Catalysis. Angew Chem Int Ed Engl. 2023 Mar 13;62(12):e202218427. doi: 10.1002/anie.202218427. Epub 2023 Feb 14. PubMed PMID: 36696514; PubMed Central PMCID: PMC9992098.

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Liu C, Szostak M. Amide N–C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling. SynOpen. 2023 March; 7(1):88-101. doi: 10.1055/a-2035-6733.

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Liu C, Szostak M. Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling. SynOpen. 2023 Feb;7(1):88-101. doi: 10.1055/a-2035-6733. Epub 2023 Mar 6. PubMed PMID: 38037650; PubMed Central PMCID: PMC10686541.

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Yang S, Yu X, Szostak M. Divergent Acyl and Decarbonylative Liebeskind-Srogl Cross-Coupling of Thioesters by Cu-Cofactor and Pd-NHC (NHC = N-Heterocyclic Carbene) Catalysis. ACS Catal. 2023 Feb 3;13(3):1848-1855. doi: 10.1021/acscatal.2c05550. Epub 2023 Jan 17. PubMed PMID: 38037656; PubMed Central PMCID: PMC10686545.

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Zhang J, Wang X, Liu J, Wang X, Yang X, Zhao Q, Ma Y, Fang R, Szostak M. Ruthenium(0)-Catalyzed Cross-Coupling of Aryl Methyl Ethers with Organoboranes by Selective C–O cleavage. Organic Chemistry Frontiers. 2023 January; 10:1423-1428. doi: 10.1039/D3QO00042G.

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Yang S, Zhou T, Yu X, Szostak M. Ag-NHC Complexes in the π-Activation of Alkynes. Molecules. 2023 Jan 18;28(3). doi: 10.3390/molecules28030950. Review. PubMed PMID: 36770617; PubMed Central PMCID: PMC9920927.

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Bisz E, Podchorodecka P, Li H, Ochędzan-Siodłak W, An J, Szostak M. Sequential Iron-Catalyzed C(sp(2))-C(sp(3)) Cross-Coupling of Chlorobenzamides/Chemoselective Amide Reduction and Reductive Deuteration to Benzylic Alcohols. Molecules. 2022 Dec 27;28(1). doi: 10.3390/molecules28010223. PubMed PMID: 36615417; PubMed Central PMCID: PMC9821805.

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Yang S, Yu X, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. Buchwald-Hartwig Amination and C-S/S-H Metathesis of Aryl Sulfides by Selective C-S Cleavage Mediated by Air- and Moisture-Stable [Pd(NHC)(μ-Cl)Cl](2) Precatalysts: Unified Mechanism for Activation of Inert C-S Bonds. Org Lett. 2022 Dec 23;24(50):9210-9215. doi: 10.1021/acs.orglett.2c03717. Epub 2022 Dec 8. PubMed PMID: 36480689.

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Chu W, Zhou T, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. CAAC-IPr*: easily accessible, highly sterically-hindered cyclic (alkyl)(amino)carbenes. Chem Commun (Camb). 2022 Dec 6;58(97):13467-13470. doi: 10.1039/d2cc05668b. PubMed PMID: 36382995; PubMed Central PMCID: PMC9737351.

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Zhang J, Li X, Li T, Wan K, Ma Y, Fang R, Szostak R, Szostak M. Copper(I)–Thiazol-2-ylidenes: Highly Reactive N-Heterocyclic Carbenes for the Hydroboration of Terminal and Internal Alkynes. Ligand Development, Synthetic Utility, and Mechanistic Studies. ACS Catalysis. 2022 November; 12(24):15323–15333. doi: 10.1021/acscatal.2c04668.

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Kardela M, Halikowska-Tarasek K, Szostak M, Bisz E. Enhanced Activity of Bulky N-Heterocylic Carbenes in Nickel–NHC Catalyzed Kumada–Corriu Cross-Coupling of Aryl Tosylates. Catalysis Science and Technology. 2022 November; 12:7275-7280. doi: 10.1039/D2CY01805E.

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Yang S, Li H, Yu X, An J, Szostak M. Suzuki-Miyaura Cross-Coupling of Aryl Fluorosulfonates Mediated by Air- and Moisture-stable [Pd(NHC)(μ-Cl)Cl](2) Precatalysts: Broad Platform for C-O Cross-Coupling of Stable Phenolic Electrophiles. J Org Chem. 2022 Nov 18;87(22):15250-15260. doi: 10.1021/acs.joc.2c01778. Epub 2022 Oct 28. PubMed PMID: 36305513.

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Liu S, Liang J, Zhang P, Li Z, Jiao L, Jia W, Ma Y, Szostak M. Ruthenium-Catalyzed Divergent Deaminative and Denitrative C–N Cleavages: Facile Access to Quinoxalines. Organic Chemistry Frontiers. 2022 November; 10:22-29. doi: 10.1039/D2QO01572B.

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Zhang J, Liu J, Wang X, Yang X, Ma Y, Fang R, Zhao Q, Szostak M. Ruthenium-Catalyzed C–F Bond Arylation of Polyfluoroarenes: Polyfluorinated Biaryls by Integrated C–F/C–H Functionalization. ACS Catalysis. 2022 November; 12(22):14337–14346. doi: 10.1021/acscatal.2c04401.

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Zhou T, Gao P, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Well-Defined, Air- and Moisture-Stable Palladium-Imidazo[1,5-a]pyridin-3-ylidene Complexes: A Versatile Catalyst Platform for Cross-Coupling Reactions by L-Shaped NHC Ligands. Catal Sci Technol. 2022 Nov 7;12(21):6581-6589. doi: 10.1039/d2cy01136k. Epub 2022 Sep 22. PubMed PMID: 38045636; PubMed Central PMCID: PMC10691866.

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Rahman MM, Zhao Q, Meng G, Szostak R, Szostak M. [Ni(Np#)(η5-Cp)Cl]: Flexible, Sterically Bulky, Well-Defined, Highly Reactive Complex for Nickel-Catalyzed Cross-Coupling. Organometallics. 2022 Sep 26;41(18):2597-2604. doi: 10.1021/acs.organomet.2c00316. Epub 2022 Sep 2. PubMed PMID: 38031540; PubMed Central PMCID: PMC10686542.

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Zhou T, Gao P, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Well-Defined, Air- and Moisture-Stable Palladium–Imidazo[1,5-a]pyridin-3-ylidene Complexes: A Versatile Catalyst Platform for Cross-Coupling Reactions by L-Shaped NHC Ligands. Catalysis Science and Technology. 2022 September; 12:6581-6589. doi: 10.1039/D2CY01136K.

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Rahman M, Zhao Q, Meng G, Szostak R, Szostak M. “[Ni(Np#)(h5-Cp)Cl]: Flexible, Sterically Bulky, Well-Defined, Highly Reactive Complex for Nickel-Catalyzed Cross-Coupling. Organometallics. 2022 September; 41. doi: doi.org/10.1021/acs.organomet.2c00316.

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Lei P, Wang Y, Zhang C, Hu Y, Feng J, Ma Z, Liu X, Szostak R, Szostak M. Sonogashira Cross-Coupling of Aryl Ammonium Salts by Selective C-N Activation Catalyzed by Air- and Moisture-Stable, Highly Active [Pd(NHC)(3-CF(3)-An)Cl(2)] (An = Aniline) Precatalysts. Org Lett. 2022 Sep 2;24(34):6310-6315. doi: 10.1021/acs.orglett.2c02534. Epub 2022 Aug 24. PubMed PMID: 36001796.

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Tomasini M, Zhang J, Zhao H, Besalú E, Falivene L, Caporaso L, Szostak M, Poater A. A predictive journey towards trans-thioamides/amides. Chem Commun (Camb). 2022 Sep 1;58(71):9950-9953. doi: 10.1039/d2cc04228b. PubMed PMID: 35983851.

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Zhao Q, Li G, Nareddy P, Jordan F, Lalancette R, Szostak R, Szostak M. Structures of the Most Twisted Thioamide and Selenoamide: Effect of Higher Chalcogens of Twisted Amides on N-C(X) Resonance. Angew Chem Int Ed Engl. 2022 Aug 26;61(35):e202207346. doi: 10.1002/anie.202207346. Epub 2022 Jul 26. PubMed PMID: 35776856; PubMed Central PMCID: PMC9398953.

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Rahman MM, Zhang J, Zhao Q, Feliciano J, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Pd-PEPPSI N-Heterocyclic Carbene Complexes from Caffeine: Application in Suzuki, Heck, and Sonogashira Reactions. Organometallics. 2022 Aug 22;41(16):2281-2290. doi: 10.1021/acs.organomet.2c00262. Epub 2022 Aug 11. PubMed PMID: 38031591; PubMed Central PMCID: PMC10686539.

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Rahman M, Zhang J, Zhao Q, Feliciano J, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Pd−PEPPSI N-Heterocyclic Carbene Complexes from Caffeine: Application in Suzuki, Heck, and Sonogashira Reactions. Organometallics. 2022 August; 41(16):2281-2290. doi: doi.org/10.1021/acs.organomet.2c00262.

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Zhang J, Zhao H, Li G, Zhu X, Shang L, He Y, Liu X, Ma Y, Szostak M. Transamidation of thioamides with nucleophilic amines: thioamide N-C(S) activation by ground-state-destabilization. Org Biomol Chem. 2022 Aug 3;20(30):5981-5988. doi: 10.1039/d2ob00412g. PubMed PMID: 35441645.

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Zhang J, Rahman M, Zhao Q, Feliciano J, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. N-Heterocyclic Carbene Complexes of Nickel(II) from Caffeine and Theophylline: Sustainable Alternative to Imidazol-2-ylidenes. Organometallics. 2022 Jul 25;41(14):1806-1815. doi: 10.1021/acs.organomet.2c00019. Epub 2022 Apr 5. PubMed PMID: 36213557; PubMed Central PMCID: PMC9534456.

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Zhang J, Li T, Li X, Zhang G, Fang S, Yan W, Li X, Yang X, Ma Y, Szostak M. An air-stable, well-defined palladium-BIAN-NHC chloro dimer: a fast-activating, highly efficient catalyst for cross-coupling. Chem Commun (Camb). 2022 Jun 30;58(53):7404-7407. doi: 10.1039/d2cc02253b. PubMed PMID: 35694980.

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Zuo D, Wang Q, Liu L, Huang T, Szostak M, Chen T. Highly Chemoselective Transamidation of Unactivated Tertiary Amides by Electrophilic N-C(O) Activation by Amide-to-Acyl Iodide Re-routing. Angew Chem Int Ed Engl. 2022 Jun 13;61(24):e202202794. doi: 10.1002/anie.202202794. Epub 2022 Apr 11. PubMed PMID: 35355386.

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Zhang J, Li T, Li X, Lv A, Li X, Wang Z, Wang R, Ma Y, Fang R, Szostak R, Szostak M. Thiazol-2-ylidenes as N-Heterocyclic carbene ligands with enhanced electrophilicity for transition metal catalysis. Commun Chem. 2022 May 6;5(1):60. doi: 10.1038/s42004-022-00675-7. PubMed PMID: 36697942; PubMed Central PMCID: PMC9814509.

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Zhang J, Wang Y, Zhang Y, Liu T, Fang S, Wang R, Ma Y, Fang R, Szostak R, Szostak M. Application of Indazolin-3-ylidenes in Catalysis: Steric Tuning of Nonclassical Formally Normal N-Heterocyclic Carbenes with Dual Electronic Character for Catalysis. Organometallics. 2022 April; 41(9):1115-1124. doi: doi.org/10.1021/acs.organomet.2c00140.

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Zhang Y, Szostak M. Synthesis of Natural Products by C-H Functionalization of Heterocycless. Chemistry. 2022 Apr 19;28(22):e202104278. doi: 10.1002/chem.202104278. Epub 2022 Feb 17. Review. PubMed PMID: 35089624; PubMed Central PMCID: PMC9035081.

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Li G, Xing Y, Zhao H, Zhang J, Hong X, Szostak M. Chemoselective Transamidation of Thioamides by Transition-Metal-Free N-C(S) Transacylation. Angew Chem Int Ed Engl. 2022 Apr 11;61(16):e202200144. doi: 10.1002/anie.202200144. Epub 2022 Feb 23. PubMed PMID: 35122374; PubMed Central PMCID: PMC8983593.

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Zhang J, Zhang P, Ma Y, Szostak M. Mechanochemical Synthesis of Ketones via Chemoselective Suzuki-Miyaura Cross-Coupling of Acyl Chlorides. Org Lett. 2022 Apr 1;24(12):2338-2343. doi: 10.1021/acs.orglett.2c00519. Epub 2022 Mar 17. PubMed PMID: 35297638.

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Szostak M, Zhou T, Yang S, inventors. Rutgers University, assignee. Substituted N-Heterocyclic Carbene (NHC) Ligands, Catalyst Complexes Thereof, and Methods Using Same. United States patent application 63/318,481. 2022 March.