Boydston Research Group
UW-Madison Department of Chemistry

Publications

  1. Chin, K. C. H.; Cui, J.; O’Dea, R. M.; Epps, T. H.; Boydston, A.J. “Vat 3D Printing of Bioderivable Photoresins – Toward Sustainable and Robust Thermoplastic Parts.”ACS Sus. Chem. Eng. 2023 11 (5), 1867-1874. (DOI: 10.1021/acssuschemeng.2c06313)
  2. Shen, H.; Larsen, M. B.; Roessler, A.; Zimmerman, P.; Boydston, A. J. “Mechanochemical Release of N‐heterocyclic Carbenes from Flex‐Activated Mechanophores.” Angew. Chem. Int. Ed. 2021, Accepted. (DOI: 10.1002/anie.202100576).
  3. Basu, A.; Wong, J.; Cao, B.; Boechler, N.; Boydston, A. J.; Nelson, A. “Mechanoactivation of Color and Autonomous Shape Change in 3D-Printed Ionic Polymer Networks.” ACS Appl. Mater. Interfaces, 2021, Accepted. (DOI: 10.1021/acsami.1c01166).
  4. Yang, X.; Murphy, L. M.; Haque, F. M.; Grayson, S. M.; Boydston, A. J. “A highly efficient metal-free protocol for the synthesis of linear polydicyclopentadiene.” Polym. Chem., 2021, Advance Article. (DOI: 10.1039/D1PY00191D).
  5. Yang, X.; Gitter, S. R.; Roessler, A. G.; Zimmerman, P. M.; Boydston, A. J. “An Ion‐Pairing Approach to Stereoselective Metal‐Free Ring‐Opening Metathesis Polymerization.” Angew. Chem. Int. Ed. 2021, Accepted. (DOI: 10.1002/anie.202016393).
  6. Schwartz, J. J.; Hamel, J.; Ekstrom, T.; Ndagang, L.; Boydston, A. J. “Not all PLA filaments are created equal: an experimental investigation.” Rapid Prototyping Journal, 2020, 26, 1263-1276. (DOI: 10.1108/RPJ-06-2019-0179).
  7. Doerr, A. M.; Burroughsm J. M.; Gitter, S. R.; Yang, X.; Boydston, A. J.*; Long, B. K.*  “Advances in Polymerizations Modulated by External Stimuli.” ACS Catal. 2020, 10, 14457–14515. (DOI: 10.1021/acscatal.0c03802). (*Corresponding authors)
  8. Ghanem, M. A.; Basu, A.; Behrou, R.; Boechler, N.*; Boydston, A. J.*; Craig, S. L.*; Lin, Y.; Lynde, B. E.; Nelson, A.*; Shen, H.; Storti, D. W.*  “The role of polymer mechanochemistry in responsive materials and additive manufacturing.” Nat. Rev. Mater., 2020. (DOI: 10.1038/s41578-020-00249-w). (*Corresponding authors)
  9. Lu, P.; Kensy, V. K.; Tritt, R. L.; Seidenkranz, D. T.; Boydston, A. J.* ” Metal-Free Ring-Opening Metathesis Polymerization: From Concept to Creation” Acc. Chem. Res., 2020, 53, 10, 2325–2335. (DOI: 10.1021/acs.accounts.0c00427). (*Corresponding author)
  10. Xiang, Y.; Schilling, C.; Arora, N.; Boydston, A. J.; Rudykh, S.* “Mechanical characterization and constitutive modeling of visco-hyperelasticity of photocured polymers” Additive Manufacturing, 2020, 30, 101511. (DOI: 10.1016/j.addma.2020.101511). (*Corresponding author)
  11. Boydston, A. J.; Cui, J.; Lee, C.-U.;* Lynde, B. E.; Schilling, C. A. “100th Anniversary of Macromolecular Science Viewpoint: Integrating Chemistry and Engineering to Enable Additive Manufacturing with High-Performance Polymers” ACS Macro Lett., 2020, 1119–1129. (DOI: 10.1021/acsmacrolett.0c00390). (*Corresponding author)
  12. Lee, D. C.; Sellers, D. L.; Liu, F.; Boydston, A. J.; Pun, S.* “Synthesis and characterization of anionic poly(cyclopentadienylene vinylene) and its use in conductive hydrogels.” Angew. Chem. Int. Ed., 2020, 59, 13430-13436. (DOI: 10.1002/anie.202004098). (*Corresponding author)
  13. Kensy, V.; Tritt, R.; Haque, F.; Murphy, L.; Knorr, D.; Grayson, S.; Boydston, A. J.* “Molecular Weight Control via Cross Metathesis in Photo‐Redox Mediated Ring‐Opening Metathesis Polymerization” Angew. Chem. Int. Ed., 2020, 59, 9074–9079. (DOI: 10.1002/anie.202000434). (*Corresponding author)
  14. Schwartz, J. J.; Behrou, R.; Cao, B.; Bassford, M.; Mendible, A.; Shaeffer, C.; Boydston, A. J.*; Boechler, N.* “Reduced Strain Mechanochemical Activation Onset in Microstructured Materials” Polym. Chem., 2020, 11, 1122–1126. (DOI: 10.1039/C9PY01875A). (*Corresponding authors)
  15. Lynde, B. E.; Maust, R. L.; Li, P.; Lee, D. C.; Jasti, R.*; Boydston, A. J.* “Ring-opening metathesis polymerization of a strained stilbene-based macrocyclic monomer” Mater. Chem. Front. 2020, 4, 252–256. (DOI: 10.1039/C9QM00604D). (*Corresponding authors)
  16. Krappitz, T.; Jovic, K.; Feist, F.; Frisch, H.; Rigoglioso, V. P.; Blinco, J. P.; Boydston, A. J.*; Barner-Kowollik, C.* “Hybrid Photo-induced Copolymerization of Ring-Strained and Vinyl Monomers Utilizing Metal-Free Ring-Opening Metathesis Polymerization Conditions” J. Am. Chem. Soc. 2019, 141, 16605-16609. (DOI: 10.1021/jacs.9b09025). (*Co-corresponding authors)
  17. Lee, C.-U.; Vandenbrande, J.; Goetz, A. E.; Ganter, M. A.; Storti, D. W.; Boydston, A. J. “Room Temperature Extrusion 3D Printing of Polyether Ether Ketone Using a Stimuli-Responsive Binder” Addit. Manuf. 2019, 28, 430-438. (DOI: 10.1016/j.addma.2019.05.008).
  18. Shafranek, R. T.; Millik, S. C.; Smith, P. T.; Lee, C.-U.; Boydston, A. J.*; Nelson, A.* “Stimuli-Responsive Materials in Additive Manufacturing” Prog. Polym. Sci., 2019, 93, 36-67. (DOI: 10.1016/j.progpolymsci.2019.03.002). (*Co-corresponding authors)
  19. Schwartz, J. J.; Boydston, A. J. “Multimaterial Actinic Spatial Control 3D and 4D Printing” Nat. Commun. 2019, 10, 791. (DOI: 10.1038/s41467-019-08639-7).
  20. Lee, D. C.; Kensy, V. K.; Maroon, C. R.; Long, B. L.; Boydston, A. J. “The Intrinsic Mechanochemical Reactivity of Vinyl-Addition Polynorbornene” Angew. Chem. Int. Ed. 2019, 58, 5639-5642. (DOI: 10.1002/anie.201900467).
  21. Lu, P.; Boydston, A. J. “Integration of Metal-Free Ring-Opening Metathesis Polymerization and Organocatalyzed Ring-Opening Polymerization through a Bifunctional Initiator” Polym. Chem. 2019, 10, 2975-2979. (DOI: 10.1039/C8PY01417E).
  22. Lee, D. C.; Lamm, R. J.; Prossnitz, A. N.; Boydston, A. J.; Pun, S. H. “Dual Polymerizations: Untapped Potential for Biomaterials” Adv. Healthcare Mater. 2019, 8, 1800861. (DOI: 10.1002/adhm.201800861).
  23. Boydston, A. J.*; Cao, B.; Nelson, A.*; Ono, R. J.; Saha, A.; Schwartz, J. J.; Thrasher, C. J. “Additive Manufacturing with Stimuli-Responsive Materials” J. Mater. Chem. A. 2018, 6, 20621-20645. (*Co-corresponding authors)
  24. Leben, L. M.; Schwartz, J. J.; Boydston, A. J.; D’Mello, R. J.; Waas, A. M. “Optimized Heterogeneous Plates with Holes Using 3D Printing via Vat Photopolymerization.” Addit. Manuf. 2018, 24, 210-216. (DOI: 10.1016/j.addma.2018.09.018)
  25. Cao, B.; Boechler, N.; Boydston, A. J. “Additive Manufacturing with a Flex Activated Mechanophore for Nondestructive Assessment of Mechanochemical Reactivity in Complex Object Geometries” Polymer 2018, 152, 4-8.
  26. Lee, Chang-Uk, Khalifehzadeh, R.; Ratner, B.*; Boydston, A. J.* “Facile Synthesis of Fluorine-Substituted Polylactides and Their Amphiphilic Block Copolymers” Macromolecules 2018, 51, 1280-1289. (*Co-corresponding authors)
  27. Thrasher, C. J.; Schwartz, J. J.; Boydston, A. J. “Modular Elastomer Photoresins for Digital Light Processing Additive Manufacturing” ACS Applied Mater. Interfaces 2017, 9, 39707-39716.
  28. Lu, P.; Alrashdi, N. M.; Boydston, A. J. “Bidirectional Metal-Free ROMP from Difunctional Organic Initiators” J. Polym. Sci. A, Polym. Chem. 2017, 55, 2977–2982. [Invited for special issue in honor of Prof. Robert H. Grubbs]
  29. Pascual, L. M. M.; Goetz, A. E.; Roehrich, A. M.; Boydston, A. J. “Investigation of Tacticity and Living Characteristics of Photoredox-Mediated Metal-Free Ring-Opening Metathesis  Polymerization” Macromol. Rapid Commun. 2017, 38, 1600766 (1–6).
  30. Church, D. C.; Nourian, S.; Lee, C.-U.; Yakelis, N. A.; Toscano, J. P.; Boydston, A. J. “Amphiphilic Copolymers Capable of Concomitant Release of HNO and Small Molecule Organics” ACS Macro Lett. 2017, 6, 46-49.
  31. Peterson, G. I.; Schwartz, J. S.; Zhang, D.; Weiss, B. M.; Ganter, M. A.; Storti, D. W.*; Boydston, A. J.* “Production of Materials with Spatially-Controlled Crosslink Density via Vat Photopolymerization” ACS Appl. Mater. Interfaces 2016, 8, 29037–29043. (*Co-corresponding authors)
  32. Kensy, V. K.; Peterson, G. I.; Church, D. C.; Yakelis, N. A.; Boydston, A. J. “Investigation of the Dynamic Nature of 1,2-Oxazines Derived from Peralkylcyclopentadiene and Nitrosocarbonyl Species” Org. Biomol. Chem. 2016, 14, 5617-5621.
  33. Goetz, A. E.; Pascual, L. M. M.; Dunford, D. G.; Ogawa, K. A.; Knorr, D. B., Jr.; Boydston, A. J. “Expanded Functionality of Polymers Prepared Using Metal-Free Ring-Opening Metathesis Polymerization” ACS Macro Lett. 2016, 5, 579-582.
  34. Pascual, L. M. M.; Dunford, D. G.; Goetz, A. E.; Ogawa, K. A.; Boydston, A. J. “Comparison of Pyrylium and Thiopyryium Photo-oxidants in Metal-Free Ring-Opening Metathesis Polymerization” Synlett 2016, 27, 759-762. (invited communication).
  35. Wang, C. E.; Wei, H.; Tan, N.; Boydston, A. J.; Pun, S. H. “Sunflower Polymers for Folate-Mediated Drug Delivery” Biomacromolecules 2016, 17, 69-75.
  36. Larsen, M. B.; Boydston, A. J. “Investigations in Fundamental and Applied Polymer Mechanochemistry” Macromol. Chem. Phys. 2016, 217, 354-364. (Selected by the Editorial Board as one of the best papers for 2016.)
  37. Ogawa, K. A.; Goetz, A. E.; Boydston, A. J. “Developments in Externally Regulated Ring-Opening Metathesis Polymerization” Synlett 2016, 27, 203-214. [Invited Accounts article]
  38. Wei, H.; Wang, C. E.; Tan, N.; Boydston, A. J.; Pun, S. H. “ATRP Synthesis of Sunflower Polymers Using Cyclic Multimacroinitiators” ACS Macro Lett.2015, 4, 938-941.
  39. Goetz, A. E.; Boydston, A. J. “Metal-Free Preparation of Linear and Crosslinked Polydicyclopentadiene” J. Am. Chem. Soc. 2015, 137, 7572-7575.
  40. Peterson, G. I.; Yurtoglu, M.; Larsen, M. B.; Craig, S. L.; Ganter, M. A.; Storti, D. W.; Boydston, A. J. “Additive Manufacturing of Mechanochromic Polycaprolactone on Entry-Level Systems” Rapid Prototyping J. 2015, 21, 520-527.
  41. Ogawa, K. A.; Goetz, A. E.; Boydston, A. J. “Metal-Free Ring-Opening Metathesis Polymerization” J. Am. Chem. Soc. 2015, 137, 1400-1403.
  42. Peterson, G. I.; Larsen, M. B.; Ganter, M. A.; Storti, D. W.; Boydston, A. J. “3D-Printed Mechanochromic Materials” ACS Appl. Mater. Interfaces 2015, 7, 577-583.
  43. Ogawa, K. A.; Boydston, A. J. “Recent Developments in Organocatalyzed Electro-organic Chemistry” Chem. Lett. 2015, 44, 10-16. (invited Highlight Review)
  44. Peterson., G. I.; Church, D. C.; Yakelis, N. A.*; Boydston, A. J.* “1,2-Oxazine Linker as a Thermal Trigger for Self-Immolative Polymers” Polymer, 2014, 55, 5980-5985. (*Co-corresponding authors)
  45. Peterson, G. I.; Boydston, A. J. “Kinetic Analysis of Mechanochemical Chain Scission of Linear Poly(phthalaldehyde)” Macromol. Rapid Commun.2014, 35, 1611-1614.
  46. Peterson, G. I.; Boydston, A. J. “Modeling the Mechanochemical Degradation of Star Polymers” Macromol. Theory Simul. 2014, 23, 555-563. (Journal Cover)
  47. Church, D. C.; Peterson, G. I.; Boydston, A. J. “Comparison of Mechanochemical Chain Scission Rates for Linear versus Three-Arm Star Polymers in Strong Acoustic Fields” ACS Macro Lett. 2014, 3, 648-651.
  48. Diesendruck, C. E.; Peterson, G. I.; Kulik, H. J.; Kaitz, J. A.; Mar, B. D.; May, P. A.; White, S. R.; Martínez, T. J.; Boydston, A. J.; Moore, J. S. “Mechanically-Triggered Heterolytic Unzipping of a Low Ceiling Temperature Polymer” Nature Chem. 2014, 6, 623-628.
  49. Ogawa, K. A.; Boydston, A. J. “Electrochemical Characterization of Azolium Salts” Chem. Lett. 2014, 43, 907-909.
  50. Ogawa, K. A.; Boydston, A. J. “Anodic Oxidation of Aldehydes to Thioesters” Org. Lett. 2014, 16, 1928-1931.
  51. Larsen, M. B.; Boydston, A. J. “Successive Mechanochemical Activation and Small Molecule Release in an Elastomeric Material” J. Am. Chem. Soc. 2014, 136, 1276-1279.
  52. Larsen, M. B.; Boydston, A. J. “Flex-Activated Mechanophores: Using Polymer Mechanochemistry to Direct Bond Bending Activation” J. Am. Chem. Soc. 2013, 135, 8189-8192.
  53. Peterson, G. I.; Larsen, M. B.; Boydston, A. J. “Controlled Depolymerization: Stimuli-Responsive Self-Immolative Polymers” Macromolecules 2012, 45, 7317-7328. (invited Perspective Article, GIP and MBL contributed equally, Journal Cover)
  54. Finney, E. E.; Ogawa, K. A.; Boydston, A. J. “Organocatalyzed Anodic Oxidation of Aldehydes” J. Am. Chem. Soc. 2012, 134, 12374-12377.

AJB publications from undergraduate, graduate, and postdoctoral work:

  • Momčilović, N.; Clark, P. G.; Boydston, A. J.*; Grubbs, R. H.* “One-Pot Synthesis of Polyrotaxanes via Acyclic Diene Metathesis Polymerization of Supramolecular Monomers” J. Am. Chem. Soc. 2011, 133, 19087-19089. (*Co-corresponding authors)
  • Xia, Y.; Boydston, A. J.; Grubbs, R. H. “Synthesis and Direct Imaging of Ultrahigh Molecular Weight Cyclic Brush Polymers” Angew. Chem. Int. Ed. 2011, 50, 5882-5885.
  • Boydston, A. J.; Holcombe, T. W.; Unruh, D. A.; Fréchet, J. M. J.; Grubbs, R. H. “A Direct Route to Cyclic Organic Nanostructures via Ring-Expansion Metathesis Polymerization of a Dendronized Macromonomer” J. Am. Chem. Soc. 2009, 131, 5388-5389.
    • Highlighted by C&E News 2009, April 14, 32.
    • Highlighted by Nature Chemistry 2009, 1, 178-179.
  • Xia, Y.; Boydston, A. J.; Yao, Y.; Kornfield, J. A.; Gorodetskaya, I. A.; Spiess, H. W.; Grubbs, R. H. “Ring-Expansion Metathesis Polymerization: Catalyst Dependent Polymerization Profiles” J. Am. Chem. Soc. 2009, 131, 2670-2677.
  • Boydston, A. J.; Xia, Y.; Kornfield, J. A.; Gorodetskaya, I. A.; Grubbs, R. H. “Cyclic Ruthenium-Alkylidene Catalysts for Ring-Expansion Metathesis Polymerization” J. Am. Chem. Soc. 2008, 130, 12775-12782.
  • Tang, T.; Coady, D. J.; Boydston, A. J.; Dykhno, O. L.; Bielawski, C. W. “Pro-Ionomers: An Anion Metathesis Approach to Amphiphilic Block Ionomers from Neutral Precursors” Adv. Mater. 2008, 20, 3096-3099.
  • Boydston, A. J.; Vu, P. D.; Dykhno, O. L.; Chang, V.; Wyatt, A. R., II; Stockett, A. S.; Ritschdorff, E. T.; Shear, J. B.; Bielawski, C. W. “Modular Fluorescent Benzobis(imidazolium) Salts: Syntheses, Photophysical Analyses, and Applications” J. Am. Chem. Soc. 2008, 130, 3143-3156.
  • Boydston, A. J.; Pecinovsky, C. S.; Chao, S. T.; Bielawski, C. W. “Phase-Tunable Fluorophores Based Upon Benzobis(imidazolium) Salts” J. Am. Chem. Soc. 2007, 129, 14550-14551.
  • Vu, P. D.; Boydston, A. J.; Bielawski, C. W. “Ionic Liquids via Efficient, Solvent-Free Anion Metathesis” Green Chem. 2007, 9, 1158-1159.
  • Williams, K. A.; Boydston, A. J.; Bielawski, C. W. “Towards Electrically Conductive, Self-Healing Materials” J. R. Soc. Interface 2007, 4, 359-362.
  • Boydston, A. J.; Rice, J. D.; Sanderson, M. D.; Dykhno, O. L.; Bielawski, C. W. “Mild and Efficient Syntheses of Main-Chain Organometallic Polymers Containing Bis(bidentate) Benzobis(imidazolylidene)s and a Related Bis(benzimidazolylidene)Ni(II) Complex” Organometallics 2006, 25, 6087-6098.
  • Khramov, D. M.; Boydston, A. J.; Bielawski, C. W. “Synthesis and Study of Janus Bis(carbene)s and Their Transition Metal Complexes” Angew. Chem., Int. Ed. 2006, 45, 6186-6189.
  • Boydston, A. J.; Khramov, D. M.; Bielawski, C. W. “An Alternative Synthesis of Benzobis(imidazolium) Salts Via a “One-pot” Cyclization/Oxidation Reaction Sequence” Tetrahedron Lett. 2006, 47, 5123-5125.
  • Khramov, D. M.; Boydston, A. J.; Bielawski, C. W. “Highly Efficient Synthesis and Solid-State Characterization of 1,2,4,5-Tetrakis(alkyl– and arylamino)benzenes and Cyclization to Their Respective Benzobis(imidazolium) Salts” Org. Lett. 2006, 8, 1831-1834.
  • Sartin, M. M.; Boydston, A. J.; Pagenkopf, B. L.; Bard, A. J. “Electrochemistry, Spectroscopy, and Electrogenerated Chemiluminescence of Silole-Based Chromophores” J. Am. Chem. Soc. 2006, 128, 10163-10170.
    • Highlighted by the ACS: Chemical Innovation Heart Cut: August 28, 2006.
  • Hinrichs, H.; Boydston, A. J.; Jones, P. G.; Hess, K.; Herges, R.; Haley, M. M.; Hopf, H. “The Phane Properties of [2.2]Paracyclophane/ Dehydrobenzoannulene Hybrids” Chem. Eur. J. 2006, 12, 7103-7115.
  • Boydston, A. J.; Williams, K. A.; Bielawski, C. W. “A Modular Approach to Main-Chain Organometallic Polymers” J. Am. Chem. Soc. 2005, 127, 12496-12497.
    • Highlighted by C&E News 2005, Sept. 5, 32.
  • Boydston, A. J.; Pagenkopf, B. L. “Improving Quantum Efficiencies of Siloles and Silole-derived Butadiene Chromophores through Structural Tuning” Angew. Chem., Int. Ed. 2004, 43, 6336-6338.
    • Highlighted by the ACS: Chemical Innovation Heart Cut: December 13, 2004.
  • Boydston, A. J.; Yin, Y.; Pagenkopf, B. L. “A Controlled, Iterative Synthesis of Oligo[(p-phenyleneethynylene)-alt-(2,5-siloleneethynylene)]s” J. Am. Chem. Soc. 2004, 126, 10350-10354.
  • Boydston, A. J.; Yin, Y.; Pagenkopf, B. L. “Synthesis and Electronic Properties of Donor-Acceptor p-Conjugated Siloles” J. Am. Chem. Soc. 2004, 126, 3724-3725.
    • Highlighted by the ACS: Chemical Innovation Heart Cut: April 19, 2004.
  • Boydston, A. J.; Haley, M. M.; Williams, R. V.; Armantrout, J. R. “Diatropicity of 3,4,7,8,9,10,13,14-Octadehydro[14]annulenes: A Combined Experimental and Theoretical Investigation” J. Org. Chem. 2002, 67, 8812-8819.
  • Boydston, A. J.; Laskoski, M.; Bunz, U. H. F.; Haley, M. M. “Evaluation of Ring-Strain Effects in Cycloalkene-Fused Octadehydro[14]annulenes” Synlett2002, 981-983.
  • Boydston, A. J.; Haley, M. M. “Diatropicity of Dehydrobenzo[14]annulenes: Comparative Analysis of the Bond-Fixing Ability of Benzene on the Parent 3,4,7,8,9,10,13,14-Octadehydro[14]annulene” Org. Lett. 2001, 3, 3599-3601.
  • Boydston, A. J.; Bondarenko, L.; Dix, I.; Weakley, T. J. R.; Hopf, H.; Haley, M. M. “[2.2]Paracyclophane/Dehydrobenzoannulene Hybrids: Transannular Delocalization in Open-Circuited Conjugated Macrocycles” Angew. Chem., Int. Ed. 2001, 40, 2986-2989.