Publications

* = Corresponding Author

55. Electrosynthesis of Iminophosphoranes and Applications in Nickel Catalysis

V. Mdluli, D. Lehnherr,* Y.-h. Lam,* M. T. Chaudhry, J. A. Newman, J. O. DaSilva, E. L. Regalado

Chem. Sci. 2024, 15, xxx—xxx. [PDF] doi: 10.1039/D3SC05357A

pub55

54. Overview of Recent Scale-Ups in Organic Electrosynthesis (2000—2023)

D. Lehnherr,* L. Chen*

Org. Process Res. Dev. 2024, 28, 338—366. [PDF] doi: 10.1021/acs.oprd.3c00340

pub54

53. AC_cover Accelerating Pharmaceutical Process Development with an Acoustic Droplet Ejection-Multiple Reaction Monitoring-Mass Spectrometry Workflow

H. Hu,*, A. N. Singh, D. Lehnherr, V. Mdluli, S. W. Chun, A. M. Makarewicz, J. R. Gouker, O. Ukaegbu, S. Li, X. Wen, D. G. McLaren, J. E. Velasquez, J. C. Moore, S. Galanie, E. Appiah-Amponsah, E. L. Regalado

Anal. Chem. 2024, 96, 1138—1146. [PDF] doi: 10.1021/acs.analchem.3c04211

• Highlighted on Cover

pub53

52. A Multigram Electrochemical Hofmann Rearrangement using a Spinning Three-Dimensional Anode

B. K. Malviya, C. Bottecchia, K. Stone, D. Lehnherr, F. Lévesque, C. O. Kappe, D. Cantillo*

Org. Process Res. Dev. 2023, 27, 2183—2191. [PDF] doi: 10.1021/acs.oprd.3c00332

pub52

51. Overview of Outer-Sphere Electron Transfer Mediators for Electrosynthesis

L. Cardinale, S. S. Stahl,* D. Kalyani,* D. Lehnherr*

Adv. Catal. 2023, 72, 57—102. [PDF] doi: 10.1016/bs.acat.2023.07.009

pub51

50. Quinone-Mediated Hydrogen Anode for Non-Aqueous Reductive Electrosynthesis

J. Twilton, M. R. Johnson, V. Sidana, M. C. Franke, C. Bottecchia, D. Lehnherr, F. Lévesque, S. M. M. Knapp, L. Wang, J. B. Gerken, C. M. Hong, T. P. Vickery, M. D. Weisel, N. A. Strotman, D. J. Weix,* T. W. Root,* S. S. Stahl* ( = equal contribution)

Nature 2023, 623, 71—76. [PDF] doi: 10.1038/s41586-023-06534-2

• Highlighted in C&EN and UW News

pub50

49. High Throughput Determination of Stern Volmer Quenching Constants for Common Photocatalysts and Quenchers

R. Motz, A. C. Sun, D. Lehnherr, S. Ruccolo*

ACS Org. Inorg. Au 2023, 3, 266—273. [PDF] doi: 10.1021/acsorginorgau.3c00019

pub49

48. ASC_cover Copper-Enabled Photo-Sulfonylation of Aryl Halides Using Alkylsulfinates

V. Mdluli, D. Lehnherr,* Y.-h. Lam,* Y. Ji, J. Newman, J. Kim

Adv. Synth. Catal. 2023, 26, 3876—3886. [PDF] doi: 10.1002/adsc.202300257

• Highlighted on Cover

• Highlighted in Synform

pub48

47. Emerging reaction technologies in pharmaceutical development: Challenges and opportunities in electrochemistry, photochemistry, and biocatalysis

B. Cohen*, D. Lehnherr, M. Sezen-Edmonds, J. H. Forstater, M. O. Frederick, L. Deng, A. C. Ferretti, K. Harper, M. Diwan

Chem. Eng. Res. Des. 2023, 192, 622—637. [PDF] doi: 10.1016/j.cherd.2023.02.050

pub47

46. Industrial Applications of Asymmetric Oxidations

V. Mdluli, D. Lehnherr*

Comprehensive Chirality (2nd Edition, Editor-in-Chief: J. Cossy) 2023, in press. [PDF] doi: 10.1016/B978-0-32-390644-9.00032-9

Link to 1st Edition

pub46

45. High-Throughput Experimentation for Electrochemistry

J. Rein, S. Lin,* D. Kalyani,* D. Lehnherr*

ACS Symposium Series, Vol. 1419, 2022, 167—187. [PDF] doi: 10.1021/bk-2022-1419.ch010

In The Power of High-Throuphput Experimentation: General Topics and Enabling Technologies for Synthesis and Catalysis (Volume 1); M. H. Emmert, M. Jouffroy, D. C. Leitch, Eds.; ACS Symposium Series, Vol. 1419, American Chemical Society, 2022.

eBook ISBN: 9780841297562. Hardcover ISBN13: 9780841297579.

pub45a pub45

44. Pentacenones as Divergent Intermediates to Unsymmetrically Substituted Pentacenes: Synthesis and Crystallographic Analysis

Z. W. Schroeder, R. McDonald, M. J. Ferguson, W. A. Chalifoux, R. R. Tykwinski, D. Lehnherr*

J. Org. Chem. 2022, 87, 16236—16249. [PDF] doi: 10.1021/acs.joc.2c01755

pub44

43. Kilo-Scale Electrochemical Oxidation of a Thioether to a Sulfone: A Workflow for Scaling Up Electrosynthesis

C. Bottecchia,* D. Lehnherr,* F. Lévesque, M. Reibarkh, Y. Ji, V. L. Rodrigues, H. Wang, Y.-h. Lam, T. P. Vickery, B. M. Armstrong, K. A. Mattern, K. Stone, M. K. Wismer, A. N. Singh, E. L. Regalado, K. M. Maloney, N. A. Strotman

Org. Process Res. Dev. 2022, 26, 2423—2437. [PDF] doi: 10.1021/acs.oprd.2c00111

• Selected as ACS Editors' Choice (open acess for a limited time)

pub43

42. Parallel versus Twisted Pentacenes: Conformational Impact on Singlet Fission

I. Papadopoulos, S. R. Reddy, P. B. Coto*, D. Lehnherr, D. Thiel, M. Thoss, R. R. Tykwinski, D. M. Guldi*

J. Phys. Chem. Lett. 2022, 13, 5094—5100. [PDF] doi: 10.1021/acs.jpclett.2c01395

pub42

41. Efficient Aliphatic Hydrogen-Isotope Exchange with Tritium Gas through the Merger of Photoredox and Hydrogenation Catalysts

H. Yang,* Z. Huang, D. Lehnherr,* Y.-h. Lam, S. Ren, N. A. Strotman

J. Am. Chem. Soc. 2022, 144, 5010—5022. [PDF] doi: 10.1021/jacs.1c13265

pub41

40. Electrochemically Driven Cross-Electrophile Coupling of Alkyl Halides

W. Zhang, L. Lu, W. Zhang, Y. Wang, S. D. Ware, J. Mondragon, J. Rein, N. Strotman, D. Lehnherr, K. A. See,* S. Lin*

Nature 2022, 604, 292—297. [PDF] doi: 10.1038/s41586-022-04540-4

• Highlighted in Synform

pub40

39. Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis

N. E. S. Tay, D. Lehnherr,* T. Rovis*

Chem. Rev. 2022, 122, 2487—2649. [PDF] doi: 10.1021/acs.chemrev.1c00384

• Part of special issue on "Photochemical Catalytic Processes".

pub39

38. Manufacturing Process Development for Belzutifan, Part 2: A Continuous Flow Visible Light-Induced Benzylic Bromination

C. Bottecchia,‡,* F. Lévesque,‡,* J. P. McMullen, Y. Ji, M. Reibarkh, F. Peng, L. Tan, G. Spencer, J. Nappi, D. Lehnherr, K. Narsimhan, M. K. Wismer, L. Chen, Y. Lin, S. M. Dalby ( = equal contribution)

Org. Process Res. Dev. 2022, 26, 516—524. [PDF] doi: 10.1021/acs.oprd.1c00240

pub38

37. Benzylic Photobromination for the Synthesis of Belzutifan: Elucidation of Reaction Mechanisms Using In Situ LED-NMR

Y. Ji,* C. Bottecchia, F. Lévesque, K. Narsimhan, D. Lehnherr, J. P. McMullen, S. M. Dalby, K.-J. Xiao, M. Reibarkh*

J. Org. Chem. 2022, 87, 2055—2062. [PDF] [Supporting Information] doi: 10.1021/acs.joc.1c01465

pub37

36. Unlocking the Potential of High-Throughput Experimentation for Electrochemistry with a Standardized Microscale Reactor

J. Rein, J. R. Annand, M. K. Wismer, J. Fu, J. C. Siu, A. Klapars, N. A. Strotman, D. Kalyani,* D. Lehnherr,* S. Lin*

ACS Cent. Sci. 2021, 7, 1347—1355. [PDF] [Supporting Information] doi: 10.1021/acscentsci.1c00328

• HTeChem is now available from Analytical Sales.

pub36

35. OPRD_cover Development of a Green & Sustainable Manufacturing Process for Gefapixant Citrate
(MK-7264) Part 3: Development of a One-Pot Formylation-Cyclization Sequence to the Diaminopyrimidine Core

K. Basu,* D. Lehnherr,* G. E. Martin, R. A. Desmond, Y.-h. Lam, F. Peng, J. Y. L. Chung, R. Arvary, M. A. Zompa, S.-W. Zhang, J. Liu, Z. E. X. Dance, P. Larpent, R. D. Cohen, F. J. Guzman, N. J. Rogus, M. J. Di Maso, H. Ren, K. M. Maloney

Org. Process Res. Dev. 2020, 24, 2462—2477. [PDF] [Supporting Information] doi: 10.1021/acs.oprd.0c00246

• Featured on Issue Cover

pub35

34. OPRD_cover Development of a Green & Sustainable Manufacturing Process for Gefapixant Citrate
(MK-7264) Part 2: Development of a Robust Process for Phenol Synthesis.

F. Peng,* G. R. Humphrey, K. Maloney, D. Lehnherr, M. Weisel, F. Lévesque, J. R. Naber, A. P. J. Brunskill, P. Larpent, S.-W. Zhang, A. Y. Lee, R. A. Arvary, C. H. Lee, D. Bishara, K. Narsimhan, E. Sirota, M. Whittington.

Org. Process Res. Dev. 2020, 24, 2453—2461. [PDF] [Supporting Information] doi: 10.1021/acs.oprd.0c00241

• Featured on Issue Cover

pub34

33. OPRD_cover Development of a Green & Sustainable Manufacturing Process for Gefapixant Citrate
(MK-7264) Part 1: Introduction and Process Overview.

H. Ren,* K. M. Maloney,* K. Basu, M. J. Di Maso, G. R. Humphrey, F. Peng, R. Desmond, D. A. L. Otte, E. Alwdi, W. Liu, S.-W. Zhang, S. Song, R. A. Arvary, M. A. Zompa, D. Lehnherr, G. E. Martin, H. Yao, D. Chang, A. E. Mohan, F. J. Guzman, L. Jellett, A. Y. Lee, G. Spencer, E. S. Fisher, J. R. Naber, H. Gao, S. Lohani, R. T. Ruck, L.-C. Campeau

Org. Process Res. Dev. 2020, 24, 2445—2452. [PDF] [Supporting Information] doi: 10.1021/acs.oprd.0c00248

• Featured on Issue Cover

pub33

32. Generic Enhanced Sub/Supercritical Fluid Chromatography: The Blueprint for Highly Productive and Sustainable Separation of Primary Hindered Amines

J. O. DaSilva,* D. Lehnherr, J. Liu, R. Bennett, I. A. H. Ahmad, M. Hicks, B. F. Mann, D. A. DiRocco, E. L. Regalado*

ACS Sustainable Chem. Eng. 2020, 8, 6011—6021. [PDF] [Supporting Information] doi: 10.1021/acssuschemeng.0c00777

pub32pub32

31. Synthesis of Sterically Hindered Primary Amines by Concurrent Tandem Photoredox Catalysis

M. C. Nicastri, D. Lehnherr,* Y.-h. Lam, D. A. DiRocco, T. Rovis*

J. Am. Chem. Soc. 2020, 142, 987—998. [PDF] [Supporting Information] doi: 10.1021/jacs.9b10871

pub31

30. Electrochemical Synthesis of Hindered Primary and Secondary Amines via Proton-Coupled Electron Transfer

D. Lehnherr,* Y.-h. Lam, M. C. Nicastri, J. Liu, J. A. Newman, E. L. Regalado, D. A. DiRocco, T. Rovis*

J. Am. Chem. Soc. 2020, 142, 468—478. [PDF] [Supporting Information] doi:10.1021/jacs.9b10870

pub30

29. Mechanistic Study of a Re-Catalyzed Monoalkylation of Phenols

D. Lehnherr,* X. Wang,* F. Peng, M. Weisel, M. Reibarkh, K. M. Maloney

pub29

28. Discovery of a Photoinduced Dark Catalytic Cycle Using in Situ LED-NMR Spectroscopy

D. Lehnherr,‡,* Y. Ji,‡,* A. J. Neel, R. D. Cohen, A. P. J. Brunskill, J. Yang, M. Reibarkh
( = equal contribution)

J. Am. Chem. Sci. 2018, 140, 13843—13853. [PDF] [Supporting Information] doi: 10.1021/jacs.8b08596

pub28

27. Alkyne Benzannulation Reactions for the Synthesis of Novel Aromatic Architectures

S. J. Hein, D. Lehnherr, H. Arslan, F. J. Uribe-Romo, W. R. Dichtel*

Acc. Chem. Res. 2017, 50, 2776—2788. [PDF] doi: 10.1021/acs.accounts.7b00385

pub27

26. Rapid Access to Substituted 2-Naphthyne Intermediates via the Benzannulation of Halogenated Silylacetylenes

S. J. Hein, D. Lehnherr, W. R. Dichtel*

Chem. Sci. 2017, 8, 5675—5681. [PDF] [Supporting Information] doi: 10.1039/c7sc01625e

pub26

25. Reductive Aromatization/Dearomatization and Elimination Reactions to Access Conjugated Polycyclic Hydrocarbons, Heteroacenes, and Cumulenes

J. L. Marshall, D. Lehnherr, B. D. Lindner, R. R. Tykwinski*

ChemPlusChem 2017, 82, 967—1001. [PDF] doi: 10.1002/cplu.201700168

• Part of special issue on "Novel Aromatics: From Synthesis to Applications".

pub25

24. Diazatetracenes Derived From the Benzannulation of Acetylenes: Electronic Tuning via Substituent Effects and External Stimuli

D. Lehnherr, J. M. Alzola, C. R. Mulzer, S. J. Hein, W. R. Dichtel*

J. Org. Chem. 2017, 82, 2004—2010. [PDF] [Supporting Information] doi: 10.1021/acs.joc.6b02840

• Highlighted in Synfacts

pub24

23. Synthesis, Physical Properties, and Chemistry of Donor/Acceptor Substituted Pentacenes

D. Lehnherr, M. Adam, A. H. Murray, R. McDonald, F. Hampel, R. R. Tykwinski*

Can. J. Chem. 2017, 95, 303—314. [PDF] [Supporting Information] doi: 10.1139/cjc-2016-0450

• Part of special issue dedicated to Prof. Reginald Mitchell.

pub23

22. Tautomerization and Dimerization of 6,13-Disubstituted Derivatives of Pentacene

M. Garcia-Borràs, A. Konishi, A. Waterloo, Y. Liang, Y. Cao, C. Hetzer, D. Lehnherr, F. Hampel, K. N. Houk,* R. R. Tykwinski*

Chem. Eur. J. 2017, 23, 6111—6117. [PDF] [Supporting Information] doi: 10.1002/chem.201604099

• Part of special issue on "Cooperative Effects in Chemistry".

pub22

21. Mechanism-Guided Development of Highly Active Bis-Thiourea Catalysts for Cooperative Anion-Abstraction Catalysis

C. R. Kennedy, D. Lehnherr, N. S. Rajapaksa, D. D. Ford, Y. Park, E. N. Jacobsen*
( = equal contribution)

J. Am. Chem. Soc. 2016, 138, 18122—18127. [PDF] [Supporting Information] doi: 10.1002/jacs.6b09205

pub21

20. Sequence-Defined Oligo(ortho-Arylene) Foldamers Derived from the Benzannulation of ortho(Arylene ethynylene)s

D. Lehnherr, C. Chen, Z. Pedramrazi, C. R. DeBlase, J. M. Alzola, I. Keresztes, E. B. Lobkovsky, M. F. Crommie,* W. R. Dichtel*

Chem. Sci. 2016, 7, 6357—6364. [PDF] [Supporting Information] doi: 10.1039/C6SC02520J

• Highlighted in Synfacts

pub20

19. Conformational Control of Chiral Amido Thiourea Catalysts Enables Improved Catalytic Activity and Enantioselectivity

D. Lehnherr, D. D. Ford, A. Bendelsmith, C. R. Kennedy, E. N. Jacobsen*

Org. Lett. 2016, 18, 3214—3217. [PDF] [Supporting Information] doi: 10.1021/acs.orglett.6b01435h

• Highlighted in Synfacts

pub19

18. Anion-Abstraction Catalysis: The Cooperative Mechanism of α-Chloroether Activation by Dual H-Bond Donors

D. D. Ford, D. Lehnherr, C. R. Kennedy, E. N. Jacobsen*

ACS Catal. 2016, 6, 4616—4620. [PDF] [Supporting Information] doi: 10.1021/acscatal.6b01384

pub17

17. On- and Off-Cycle Catalyst Cooperativity in Anion-Binding Catalysis

D. D. Ford, D. Lehnherr, C. R. Kennedy, E. N. Jacobsen*
( = equal contribution)

J. Am. Chem. Soc. 2016, 138, 7860—7863. [PDF] [Supporting Information] doi: 10.1021/6b04686

pub17


16. Solution-Based Intramolecular Singlet Fission in Cross-Conjugated Pentacene Dimers

J. Zirzlmeier, R. Casillas, S. R. Reddy, P. B. Coto, D. Lehnherr, E. T. Chernick, I. Papadopoulos, M. Thoss*, R. R. Tykwinski*, D. M. Guldi*

Nanoscale 2016, 8, 10113—10123. [PDF] [Supporting Information] doi: 10.1039/C6NR02493a

pub16


15. cej2015_cover_smallRegioselective Synthesis of Polyheterohalogenated Naphthalenes via the Benzannulation
of Haloalkynes

D. Lehnherr, J. M. Alzola, E. B. Lobkovsky, W. R. Dichtel*

Chem. Eur. J. 2015, 21, 18122—18127. [PDF] [Supporting Information] doi: 10.1002/chem.2001503418

• Featured on Issue Cover

 

pub15

14. Singlet Fission in Pentacene Dimers

J. Zirzlmeier, D. Lehnherr, P. B. Coto, E. T. Chernick, R. Casillas, B. Basel, M. Thoss*, R. R. Tykwinski*, D. M. Guldi*

Proc. Natl. Acad. Sci. U.S.A. 2015, 112, 5325—5330 [PDF] [Supporting Information] doi: 10.1073/pnas.1422436112

pub14


13. Aryl Substitution of Pentacenes

A. R. Waterloo, A.-C. Sale, D. Lehnherr, F. Hampel, R. R. Tykwinski*

Beilstein J. Org. Chem. 2014, 10, 1692—1705 [PDF] [Supporting Information] doi: 10.3762/bjoc.10.178

•  Part of special issue on “Functionalized Carbon-Nanomaterials” (Guest Editor: Prof. Anke Krueger).

pub13


12. Isomerically Pure syn-Anthradithiophenes: Synthesis, Properties and FET Performance

D. Lehnherr, A. Waterloo, K. P. Goetz, M. M. Payne, F. Hampel, J. E. Anthony,* O. D. Jurchescu,* R. R. Tykwinski*

Org. Lett. 2012, 14, 3660—3663 [PDF] [Supporting Information] doi: 10.1021/ol301503k

pub12


11. Synthesis and Properties of Isomerically Pure Anthrabisbenzothiophenes

D. Lehnherr, R. Hallani, R. McDonald, J. E. Anthony,* R. R. Tykwinski*

Org. Lett. 2012, 14, 62—65 [PDF] [Supporting Information] doi: 10.1021/ol202843x

pub11


10. Oligomers and Polymers Based on Anthracene, Tetracene, Pentacene, Naphthodithiophene, and Anthradithiophene Building Blocks

D. Lehnherr, R. R. Tykwinski*

Aust. J. Chem. 2011, 64, 919—929 [PDF] doi: 10.1071/CH11169

pub10


9. A Modular Synthetic Approach to Conjugated Pentacene Di-, Tri-, and Tetramers

D. Lehnherr, A. H. Murray, R. McDonald, R. R. Tykwinski*

Angew. Chem. Int. Ed. 2010, 49, 6190—6194 [PDF] [Supporting Information] doi: 10.1002/anie.201000555

pub9


8. Oligomers and Polymers Based on Pentacene Building Blocks

D. Lehnherr, R. R. Tykwinski*

Materials 2010, 3, 2772—2800 [PDF] doi: 10.3390/ma3042772

• Review as part of the special issue on “Conjugated Oligomers” (Guest Editor: Prof. Herbert Meier).

pub8


7. Pentacene-Based Polycyclic Aromatic Hydrocarbon Dyads with Cofacial Solid-State Pi-Stacking

D. Lehnherr, A. H. Murray, R. McDonald, M. J. Ferguson, R. R. Tykwinski*

Chem. Eur. J. 200915, 12580—12584 [PDF] [Supporting Information] doi: 10.1002/chem.200902179

pub7


6. Pentacene Dendrimers: Synthesis and Thin Film Photoconductivity Measurements of Branched Pentacene Oligomers

D. Lehnherr, J. Gao, F. A. Hegmann,* R. R. Tykwinski*

J. Org. Chem. 2009, 74, 5017—5024 [PDF] [Supporting Information] doi: 10.1021/jo9007089

pub6


5. Synthesis of Soluble Oligo- and Polymeric Pentacene-Based Materials

D. Lehnherr, R. McDonald, M. J. Ferguson, R. R. Tykwinski*

Tetrahedron 2008, 64, 11449—11461 [PDF] [Supporting Information] doi: 10.1016/j.tet.2008.09.041

• Part of “The Synthesis of Carbon-Rich Nanomolecules” symposia in print.

pub5


4. Synthesis and Electronic Properties of Conjugated Pentacene Dimers

D. Lehnherr, J. Gao, F. A. Hegmann,* R. R. Tykwinski*

Org. Lett. 2008, 10, 4779—4782 [PDF] [Supporting Information] doi: 10.1021/ol801886h

pub4


3. Exploring Electronically Polarized Pentacenes

D. Lehnherr, R. McDonald, R. R. Tykwinski*

Org. Lett. 2008, 10, 4163—4166 [PDF] [Supporting Information] doi: 10.1021/ol801464k

pub3


2. Pentacene Oligomers and Polymers: Functionalization of Pentacene To Afford Mono-, Di-, Tri-, and Polymeric Materials

D. Lehnherr, R. R. Tykwinski*

Org. Lett. 2007, 9, 4583—4586 [PDF] [Supporting Information] doi: 10.1021/ol702094d

pub2


1. Formal Intramolecular Photoredox Chemistry of Meta-Substituted Benzophenones

D. Mitchell, M. Lukeman, D. Lehnherr, P. Wan*

Org. Lett. 2005, 7, 3387—3389 [PDF] [Supporting Information] doi: 10.1021/ol051381u

pub1



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