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Robert Waymouth

Professor of Chemistry and, by courtesy, Chemical Engineering, Chemistry, Stanford University

IRG 1

Telephone: (650)723-4515
Fax: (650) 725-0259
Email: waymouth@stanford.edu

Professor of Chemistry and, by courtesy. Chemical Engineering, Stanford University, Stanford CA (b.1960) B.S. Mathematics, B. A. Chemistry, 1982 Washington and Lee University; Ph.D. Chemistry, 1987, California Institute of Technology; Postdoctoral Fellow, 1988 ETH Zurich, Switzerland, Phone: (650)723-4515, Fax: (650) 725-0259, email: waymouth@stanford.edu.

Our research is focused on the development and application of new catalytic reactions applied to the synthesis of macromolecules. These studies have a strong mechanistic focus and are applied both to polymerization reactions as well as other catalytic carbon-carbon bond forming reactions. Much of the focus of the group’s efforts are in designing catalysts to control the sequence distribution of stereocenters (for polypropylene) or comonomers in olefin polymers. We have devised a rational strategy for the synthesis of elastomeric polypropylene. This strategy relies on unbridged indenyl metallocenes designed to interconvert between chiral and achiral geometries during the polymerization reaction to yield isotactic / atactic stereoblock polymers. We are also developing new strategies for the synthesis of block, graft and alternating copolymers of novel structure by combining catalytic polymerization with living free-radical polymerization strategies.

Selected Publications:

  1. Lohmeijer, B. G. G., Dubois, G., Feibfarth, F., Nederberg, R. C. F., Nelson, A., Waymouth, R. M. Wade, C., Hedrick, J. L.; "Organocatalytic Living Ring-Opening Polymerization of Cyclic Carbosiloxanes". Org. Lett., 8, 21, 4683, 2006.
  2. B. G. G. Lohmeijer, G. Dubois, F. Leibfarth, Pratt, R. C. F. Nederberg, A. Nelson, R. M. Waymouth, C. Wade, J. L. Hedrick, "Organocatalytic Living Ring-opening Polymerization of Cyclic Carbosiloxanes" Org. Lett., 8, 4683, 2006.
  3. Pratt, R. C., Long, D. A., Lohmeijer, B. G. G., Waymouth, R. M., Hedrick J. L.; "Guanidine and Amidine Catalysts for Ring-Opening Polymerization of Cyclic Esters." Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 47, 1, 151-152, 2006.
  4. Mason, A. F., Lohmeijer, B. G. G., Li, H., Pratt, R. C., Liao, Q., Frank, C. W., Kingsbury, K., Waymouth, R. M., Hedrick J. L.; "Organocatalytic Polymerization of Ethylene Oxide and the Controlled Synthesis of Peo-Based Hydrogel Networks." Polymer Preprints ( American Chemical Society, Division of Polymer Chemistry), 47, 2, 99-100, 2006.
  5. Pratt, R. C., Lohmeijer, B. G. G., Mason, A., Waymouth, R. M., Hedrick, J. L.; "Organocatalytic Ring-Opening Polymerizations of Morpholine-2,6,-Diones: A Route to Functionalized Poly(lactide)s and Pseudopeptides". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 47, 2, 101-102, 2006.
  6. Lohmeijer, B. G. G., Pratt, R. C., Li, H., Dove, A. P., Nederberg, F., Mason, A. F., Eade, G., Choi, J., Waymouth, R. M., Wade, C., Hedrick, J. L.; "Organocatalytic Ring Opening Polymerization: Activation Through Hydrogen Bonding". Polymer Preprints, (American Chemical society, Division of Polymer Chemistry), 47, 2, 586-587, 2006.
  7. Choi, J., Lohmeijer, B. G. G., Hermans, T. M., Kim, H.-C., Dubois, G., Pratt, R. C., Nederberg, F., Miller, R. D., Waymouth, R. M., Hedrick, J. L.; "Monolayered Organosilicate Nanostructures: Micelle-Templating Approaches". PMSE Preprints, 95, 377-378, 2006.
  8. Nederberg, F., Lohmeijer, B. G. G., Pratt, R. C., Mason, A., Eade, G., Choi, J., Balsara, N. P., Waymouth, R. M., Hedrick, J. L.; " Multifunctional Initiators Provide Recognition Sites at the Block Junction of block Copolymers". PMSE Preprints, 95, 673-674, 2006.
  9. Pratt, R. C., Lohmeijer, B. G. G., Long, D. A., Lundberg, P. N. P., Dove, A. P., Li, H., Wade, C., Waymouth, R. M., Hedrick, J. L.; "Exploration, Optimization, and Application of Supramolecular Thiourea-Amine Catalysts for the Synthesis of Lactide (Co)Polymers". Macromolecules, 39, 7863-7871, 2006.
  10. Dove, A. P., Pratt, R. P., Lohmeijer, Culkin, D. A., Hagber, E. C., Nyce, G. W., Waymouth, R. M., Hedrick, J. L.; "N-Heterocyclic Carbenes as an Effective Tool for the Synthesis of Polyesters". Polymer, 47, 4018-4025, 2006.
  11. Dove, A. P., Li, H., Pratt, R. C., Logmeijer, B. G. G., Culkin, D. A., Waymouth, R. M., Hedrick, J. L., "Stereoselective Polymerization of Rac- and Meso-Lactide by a Sterically Encumbered N-Heterocyclic Carbene". Chem. Commun., 2881-2883, 2006.
  12. Pratt, R., Lohmeijer, B. G., G.; Long, D. A., Waymouth, R. M., Hedrick, J. L.; "Triazabicyclodecene: A Simple Bifunctional Organocatalyst for Acyl Transfer and Ring-Opening Polymerization of Cyclic Esters". J. American Chem. Soc., 128, 14, 4556-4557, 2006.
  13. Coulombier, L., Mespouille, L., Hedrick, J.L., Waymouth, R. M., Dubois, G.; "Metal-Catalyzed Ring-Opening Polymerization of Âľ-Lactones: Synthesis of Ambiphilic Triblock Copolymers Based on Poly(dimethylmalic acid)". Macromolecules, 39, 4001-4008, 2006.
  14. Hermans, T., Lohmeijer, B. G. G., Choi, J., Dubois, G., Pratt, R. C. Kim, H.-C., Waymouth, R. M., Hedrick, J. L.; "Application of Solvent-Directed Assembly of Block Copolymers to the Synthesis of Nanostructured Low-K Dielectric Materials". Angew. Chem., Int. Ed., 45, 40, 6648, 2006.
  15. Coulembier, L., Lohmeijer, B. G. G., Dove, A. P., Pratt, R. P., Culkin, D. A., Benight, S. J., Mespouille, L., Dubois, G., Waymouth, R. M., Hedrick, J. L.; "Alcohol Adducts of N-Heterocyclic Carbenes: Latent Catalysts for the Thermally-Controlled Living Polymerization of Cyclic Esters". Macromolecules, 39, 5617-5628, 2006.
  16. Choi, J., Hermans, T. M., Lohmeijer, B. G. G., Pratt, R. C., Frommer, J., Waymouth, R. M., Wade, C., Hedrick, J. L.; "Monolayer Organosilicate Toroids and Cylinders: A Phase Diagram for Templating from a Block Copolymer". Nano. Lett., 6, 8, 5617, 2006.
  17. Hedrick, J. L., Waymouth, R. M.; "Heteroatom-Stabilized Carbenes and Precursors thereto as Depolymerization Catalysts"; U. S. Patent 7,053,221, 2006.

    1. Choi, J., Hermans, T., Lohmeijer, B., Pratt, R., Dubois, G., Frommer, J., Waymouth, R., Hedrick, J.; "Monolayered Organosilicate Toroids and Related Structures: A Phase Diagram for Templating from block Copolymers". NanoLetters, 6, 1761, 2006.
    2. Lohmeijer, B. G. G., Pratt, R. C., Hermans, T. M., Dove, A. P., Mason, A. F., Choi, J., Waymouth R. M., Balsara, N. P., Hedrick, J. L.; "Diblock Copolymers Made to Order: Supramolecular Interactions at the Block Junction". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 47, 1, 509-510, 2006.
    3. Hwang, L.Y., Götz, H., Hawker, C.J., Frank, C.W.; “Glyco-acrylate Copolymers for Bilayer Tethering on Benzophenone-modified Substrates”. Colloids and Surfaces B: Biointerfaces, 54, 127-135, 2007.

      Rocha-Mendoza, I., Yankelevich, D. R., Wang, M., Reiser, K. M., Frank, C. W., Knoesen A.; “Sum Frequency Vibrational Spectroscopy the Molecular Origins of the Optical Second-Order Nonlinearity of Collagen”. Biophysical Journal, 93, 12, 4433-4444, 2007.

      Nederberg, F., Trang, V., Pratt, R.C., Mason, A.F., Frank, C.W., Waymouth, R.M., Hedrick, J.L.; “New Ground for Organic Catalysis: A Ring-Opening Polymerization Approach to Hydrogels”. Biomacromolecules, 8, 3294-3297, 2007.

      Choi, J., Lohmeijer, B.G.G., Pratt, R.C., Dubois, G., Hermans, T.M., Frommer, J.; Nederberg, F.; Kim, H.C.; Waymouth, R.M.; Hedrick, J.L. "Expanding the Scope of Nanostuctures Possible from Block Copolymers: Role of Selective Deposition Solvent". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 884-885, 2007.

      Culkin, D. A., Jeong, W., Csihony, S., Gomez, E. D., Hedrick, J. L., Balsara, N. P., Waymouth, R. M.; “Zwitterionic Polymerization of Lactide to Cyclic Poly(lactide)s by using N-Heterocyclic Carbene Organocatalysts”. Angew. Chem., Int. Ed., 46, 2627-2630, 2007.

      Coulembier, O., Kiesewetter, M., Mason, A., Dubois, P., Hedrick, J. L., Waymouth, R. M.; “A Distinctive Organocatalytic Approach to Macromolecular Architectures”, Angew. Chem., Int. Ed., 46, 4719-4721, 2007.

      Jeong, W., Hedrick, J. L., Waymouth, R. M.; "Organic Spirocyclic Initiators for the Ring-Expansion Polymerization of -Lactones". J. Am. Chem. Soc., 129, 8414-8415, 2007.

      Coulembier, O., Delva, X., Hedrick, J.L., Waymouth, R. M., Dubois, P.; "Synthesis of Biomimetic Poly(hydroxybutyrate): Alkoxy- and Carboxytriazolines as Latent Ionic Initiator". Macromolecules, 40(24), 8560-856, 2007.

      Zhang, L., Nederberg, F., Messman, J.M., Pratt, R. C., Hedrick, J.L., Wade, C.G.; "Organocatalytic Stereoselective Ring-Opening Polymerization of Lactide with Dimeric Phosphazene Bases". J. Am. Chem. Soc., 129, 12610-12611, 2007

      Scholten, M D., Hedrick, J.L., Waymouth, R.M.; "Group Transfer Polymerization of Acrylates and Methacrylates Using N-Hetereocyclic Carbene Catalysts". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 167-168, 2007.

      Jeong, W., Shin, E. J., Culkin, D. A., Hedrick, J.L., Waymouth, R.M.; "N-Heterocyclic Carbene-Mediated Zwitterionic Polymerization: An Expedient Organocatalytic Route to Cyclic Polyesters". PMSE Preprints, 97, 82-83, 2007

      Wang, W., Knoesen, A.; “Rotation and Scale Invariant Texture Features Based on Spectral Moment Invariants”. Journal of the Optical Society of America A, 24, 9, 2550-2557, 2007.

      Wang, M., Reiser, K. M., Knoesen, A.; “Spectral Moment Invariant Analysis of Disorder in Polarization-Modulated Second Harmonic Generation Images Obtained from Collagen Assemblies”. Journal of the Optical Society of America A, 24, 11, 3573-3586, 2007.

      Kim, S.H., Nederberg, F., Pratt, R.C., Choi, J., Zhang, L., Wade, C.G., Waymouth, R.M., Hedrick, J.L.; "Effect of Stereochemistry and Sterecomplexation of Polylactides on Organosilicate Nanostructure". PMSE Preprints, 97, 221-222, 2007.

      Nederberg, F., Lohmeijer, B.G.G., Leibfarth, F.; Pratt, R. C.; Choi, J.; Dove, A.P., Waymouth, R. M., Hedrick, J. L.; "Organocatalytic Ring Opening Polymerization of Trimethylene Carbonate" Biomacromolecules, 8, 153-160, 2007.

      Zhang, L., Nederberg, F., Pratt, R. C, Waymouth, R. M., Hedrick, J. L., Wade, C. G.; "Phosphazene Bases: A New Category of Organocatalysts for the Living Ring-Opening Polymerization of Cyclic Esters". Macromolecules, 40, 4154-4158, 2007.

      Kamber, N.E., Jeong, W., Waymouth, R.M., Pratt, R.C., Lohmeijer, B.G.G., Hedrick, J. L.; "Organocatalytic Ring-Opening Polymerization". Chem. Rev., 107, 5813-5840, 2007.

      Pratt, R.C., Nederberg, F., Lohmeijer, B.G.G., Waymouth, R.M., Hedrick, J.L.; "Fully Degradable Functionalized Polymers: A Versatile Approach Using Ring-Opening Polymerization of Cyclic Carbonates". PMSE Preprints, 96, 204-205, 2007.

       

      Leibfarth, F.A., Lohmeijer, B.G.G., Nederberg, F., Pratt, R.C., Logan, J.W.; Waymouth, R.M.; Hedrick, J.L.; "Organocatalytic Ring Opening Polymerization of Cyclic Monomers: Mechanistic and Synthetic Studies". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 984-985, 2007.

      Waymouth, R.M., Hedrick, J.L., Nederberg, F., Pratt, R.C., Lohmeijer, B.G.G., Culkin, D.A., Coulembier, O., Kamber, N E., Jeong, W., Kiesewetter, M.K., Shin, E.J.; "Polyesters from Renewable Resources: Organocatalytic Strategies for Controlled Polymerization Reactions". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 812-813, 2007.

      Zhang, L., Nederberg, F., Pratt, R. C., Waymouth, R.M., Hedrick, J.L., Wade, C.G.; "Phosphazene Bases for the Organocatalytic Living Ring-Opening Polymerization of Cyclic Esters". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 875-876, 2007.

      Nederberg, F.; Pratt, R. C.; Mason, A. F.; Waymouth, R. M.; Hedrick, J. L. "An Organocatalytic Route to Functional and Biodegradable Hydrogels" Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) 2007, 48, 907-908.

      Pratt, R.C., Nederberg, F., Waymouth, R.M., Hedrick, J.L.; "Functionalizing Polyesters and Polycarbonates: Covalent Tagging of Alcohols for Ring-Opening Polymerization". Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48, 1005-1006, 2007.

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