The McCullough Group
Dr. McCullough Group Members Research Publications Links

Publications Prior to Year 2000

1. "An Approach to the Synthesis of TMTTeF," Cowan, D. O.: Lerstrup, K.; Veciana, J.; Rovira, C.; Bailey, A.; McCullough, R. Mol. Cryst. Liq. Cryst. 1985 ,102 , 285-294.

2. "Tellurium Containing Organic Metals," Cowan, D. O.; Mays, M.; Lee, M.; McCullough, R.; Bailey, A.; Lerstrup, K.; Wiygul, F.; Kistenmacher, T.; Poehler, T.; Chiang, L.-Y. Mol. Cryst. Liq. Cryst. 1985 ,125 , 191-204.

3. "A Convenient Synthesis of Hexamethylenetetraselenafulvalene (HMTSF)," McCullough, R. D.; Cowan, D. O. J. Org. Chem. 1985 ,50 , 4644-4648. PDF

4. "The Synthesis and Study of New Selenium and Tellurium Heterocyclic -Donors," Lerstrup, K.; Bailey, A.; McCullough, R. D.; Mays, M.; Cowan, D. O. Synth. Met. 1986 ,19 , 647-652.

5. "Tetratellurafulvalene (TTeF)," McCullough, R. D.; Kok, G. B.; Lerstrup, K. L.; Cowan, D. O. J. Am. Chem. Soc. 1987 ,109 , 4115-4116. PDF

6. "Initial Study of the New Tellurium Containing Charge Transfer Organic Metal: Tetratellurafulvalene-Tetracyanoquinodimethane (TTeF-TCNQ)," Mays, M. D.; McCullough, R. D.; Cowan, D. O.; Poehler, T. O.; Bryden, W. A.; Kistenmacher, T. J. Solid State Commun. 1988 ,65 , 1089-1092.

7. "An Improved Synthesis of Tetratellurafulvalene via 1,2-Bis(trimethylstannylethylene)," McCullough, R. D.; Bailey, A. B.; Mays, M. D.; Cowan, D. O. Synth. Met. 1989 ,27 , 487-492.

8. "New Organic -Donors: Analogues of HMTSF and HMTTeF," Bailey, A. B.; McCullough, R. D.; Mays, M. D.; Cowan, D. O.; Lerstrup, K. A. Synth. Met. 1989 ,27 , 425-430.

9. "Electrical and Magnetic Studies on Some New Organic Conductors Made With Tetratellurafulvalene (TTeF)," Mays, M. D.; McCullough, R. D.; Bailey, A. B.; Cowan, D. O.; Poehler, T. O.; Kistenmacher, T. J. Synth. Met. 1989 ,27 , 493-498.

10. "Substrate Selectivity in Epoxidation by Metalloporphyrin and Metallosalen Catalysts Carrying Binding Groups," Breslow, R.; Brown, A. B.; McCullough, R. D.; White, P. W. J. Am. Chem. Soc. 1989 ,111 , 4517-4518. PDF

11. "Organic Metals Containing Tellurium," Cowan, D. O.; McCullough, R. D.; Bailey, A.; Lerstrup, K.; Talham, D.; Herr, D.; Mays, M. Phosphorus, Sulfur, Silicon, Relat. Elem. 1992 ,67 , 277-294.

At Carnegie Mellon:

12. "Enhanced Electrical Conductivity in Regioselectively Synthesized Poly(3-alkylthiophenes)," McCullough, R. D.; Lowe, R. D. J. Chem. Soc., Chem. Commun. 1992 , 70-72.

13. "Design, Synthesis, and Control of Conducting Polymer Architectures: Structurally Homogeneous Poly(3-alkylthiophenes)," McCullough, R.D.; Lowe, R. D.; Jayaraman, M.; Anderson, D. L. J. Org. Chem. ,1993 ,58 , 904-912. PDF

14. "Design and Control of Conducting Polymer Architectures: Synthesis and Properties of Regiochemically Well-Defined Poly(3-alkylthiophenes)," McCullough, R. D.; Lowe, R. D.; Tristram-Nagle, S.; Jayaraman, M.; Anderson, D. L.; Ewbank, P. C. Synth. Met. ,1993 ,55 , 1198-1203.

15. "Novel Coordination Complexes of Tetrathiafulvalene Derivatives," McCullough, R. D.; Seth, J.; Belot, J. A.; Majetich, S. A.; Carter, A. C. Synth. Met. ,1993 ,56 , 1989-1994.

16. "Connected Cadmium Selenide Nanocrystallites" Majetich, S. A.; Carter, A. C.; McCullough, R. D in " Nanophase and Nanocomposite Materials ", eds. S. Komarneni, J.C. Parker, and G.J. Thomas, Materials Research Society, Pittsburgh, PA 1993 ,286 , 86-92.

17. "Self-Oriented Poly(3-Alkylthiophenes): New Insights on Structure-Property Relationships in Conducting Polymers," McCullough, R. D.; Tristram-Nagle, S.; Williams, S. P.; Lowe, R. D.; Jayaraman, M. J. Am. Chem. Soc. 1993 ,115 , 4910-4911. PDF

18. "Selective Generation, Isolation, and Purification of Tetrathiafulvalene Tetrathiolate: A Versatile Building Block for New Materials," McCullough, R. D.; Belot, J. A.; Seth, J. J. Org. Chem. 1993 ,58 , 6480-6482. PDF

19. "Toward Tuning Electrical and Optical Properties in Conjugated Polymers Using Side-Chains: The Synthesis and Physical Properties of a Series of the First Head-to-Tail Heteratom Functionalized Polythiophenes," McCullough, R. D.; Williams, S. P. J. Am. Chem. Soc. 1993 ,115 , 11608-11609. PDF

20. "Cadmium Selenide Nanocrystallite Networks", Majetich, S. A.; Seth, J.; McCullough, R. D.; Belot, J. A. Z. Physik D 1993 ,26 , 210-212.

21. "Synthesis and Physical Properties of Self-Orienting, Head-To-Tail Polythiophenes," McCullough, R. D.; Williams, S. P.; Jayaraman, M.; Reddinger, J.; Miller, L.; Tristram-Nagle, S. in " Electrical, Optical, and Magnetic Properties of Organic Solid State Materials ,' Dalton, L.; Lee, C., eds., Materials Research Society, Pittsburgh, PA 1994 ,328 , 215-220.

22. "Toward New Magnetic, Electronic, and Optical Materials: Synthesis and Characterization of New Bimetallic Tetrathiafulvalene Tetrathiolate Building Blocks," McCullough, R. D.; Belot, J. A. Chem. Mater. 1994 ,6, 1396-1403. INVITED. Invited manuscript for the Special Issue on Solid State Organic Chemistry dedicated to the late Margaret (Peggy) Etter.

23. "1H NMR Characterization of the CdSe Nanocrystallite Surface," Majetich, S. A.; Carter, A. C.; Belot, J. A.; McCullough, R. D. J. Phys. Chem. ,1994 ,98 , 13705-13710. PDF

24. "The Tuning of Conjugation by Recipe: The Synthesis and Properties of Random Head-to-Tail Poly(3-alkylthiophene) Copolymers," McCullough, R. D.; Jayaraman, M. J. Chem. Soc., Chem. Commun. ,1995 , 135-138.

25. "The First Synthesis and New Properties of Regioregular, Head-To-Tail Coupled Polythiophenes." McCullough, R. D.; Williams, S. P.; Tristram-Nagle, S.; Jayaraman, M.; Ewbank, P. C.; Miller, L. Synt. Met. ,1995 ,69 , 279-282.

26. "New Bimetallic Tetrathiafulvalene Building Blocks and Self-Assembled, Two Dimensional Conductors Derived From Regioregular, Head-to-Tail Coupled Polythiophenes" McCullough, R. D.; Belot, J. A.; Williams, S. P. in "Molecular Engineering of Advanced Materials" , Becher, J., Schaumburg, K. Eds., NATO Advanced Research Workshop Series, Series C: Mathematical and Physical Sciences, 1995 ,456 , 349-363.

27. "Building Block Ligands For New Molecular Conductors: Homobimetallic Tetrathiafulvalene Tetrathiolates and Metal Diselenolenes and Ditellurolenes," McCullough, R. D.; Belot, J. A.; Seth, J.; Rheingold, A. L.; Yap, G. P. A.; Cowan, D. O. J. Mater. Chem. ,1995 ,5, 1581-1587. Invited manuscript for Special Issue on Molecular Conductors.

28. "Toward New Electronic, Magnetic, and Optical Materials: Structure and Properties of the First Homobimetallic Tetrathiafulvalene Tetrathiolate Building Block," McCullough, R. D.; Belot, J. A.; Rheingold, A. L.; Yap, G. J. Am. Chem. Soc. ,1995 ,117 , 9913-9914. PDF

29. "Dramatic Conjugational Interchange in Regiochemically Pure Polythiophenes Via a Chemoselective Recognition Response," McCullough, R. D.; Williams, S. P. Chem. Mater. 1995 ,7, 2001-2003.

30. "Intermolecular Association and Supramolecular Organization in Dilute Solution. 1. Regioregular Poly(3-dodecylthiophene)," Yue, S.; Berry, G. C.; McCullough, R. D. Macromolecules ,1996 ,29 , 933-939. PDF

31. "Evidence of a Novel Side Chain Structure in Regioregular Poly(3-Alkylthiophenes)," Prosa, T. J.; Winokur, M. J.; McCullough, R. D. Macromolecules ,1996 ,29 , 3654-3657. PDF

32. "Optimizing the Synthesis of Tetratellurafulvalene (TTeF)," Herr, D. E.; Mays, M. D.; McCullough, R. D.; Bailey, A. B.; Cowan, D. O. J. Org. Chem. ,1996 ,61 , 7006-7011.

33. "Quadratic Electro-optical Measurements of Polythiophene Films by a Modified Mach-Zehnder Interferometer," Jakobsen, C.; Petersen, J. C.; Geisler, T.; Bjornholm, T.; Greve, D. R.; McCullough, R. D. J. Opt. Soc. Am. 1996 ,115 , 235-240.

34. "Improved Electroluminescent In Poly(3-alkylthiophenes) With High Head-to-Tail Ratios," Mehta, P.; McCullough, R. D. J. Mater. Chem. 1996 ,6, 1763-1766.

35. "Third-Harmonic Generation From Regioregular and Regioirregular Poly(3-dodecylthiophenes). Dependence of on Conjugation Length," Bjornholm, T.; Greve, D. R.; Geisler, T.; Petersen, J. C.; Jayaraman, M.; McCullough, R. D. Adv. Mater. 1996 ,8, 920-923.

36. "A Facile and Efficient Synthesis of Vanadocenes With Alkyl Annulated Cyclopentadienyl Rings," McCullough, R. D.; Belot, J. A. Organometallics 1996 ,15 , 5062-5065. PDF

37. "Self-Assembly and Disassembly of Regioregular, Water Soluble Polythiophenes: Chemoselective Ionchromatic Sensing in Water," McCullough, R. D.; Ewbank, P. C.; Loewe, R. S. J. Am. Chem. Soc. 1997 ,119 , 633-634. PDF

38. "Self-assembly and Chemical Response of Conducting Polymer Superstructures," McCullough, R. D.; Ewbank, P. C. Synth. Met. 1997 ,84 , 311-312.

39. "Self-Assembly in Regioregular Polythiophenes," McCullough, R. D. Annu. Tech. Conf.-Soc. Plast. Eng. ,1997 ,56 , 102-105.

40. "Saturation effects in the Nonlinear Optical Response of Regioregular, Highly Conjugated Poly(3-alkylthiophene) Thin Films," Synth. Met. 1997 ,84 , 531-532.

41. Bjørnholm, T.; Greve, D. R.; McCullough, R. D.In Supramolecular Engineering of Synthetic Metallic Materials: Conducotrs and Magnets; Veciana, J., Rovira, C., Amabilino, D. B., Eds.; NATO ASI Series C, Volume 518, Kluwer: Dordrect, 1998 ; pp 477-483.

42. "Regioregular, Head-to-Tail Coupled Poly(3-alkylthiophene) and its Derivatives," McCullough, R. D.; Ewbank, P. C. in the Handbook of Conducting Polymers , 2nd edition, Marcell Dekker, 1998 , Chapter 9. 225-258. INVITED

43. "The Chemistry of Conducting Polythiophenes," McCullough, R. D. Adv. Mater. 1998 ,10 , 1-24 (review). INVITED PDF

44. "Structured Amphiphilic Regioregular Polythiophene Nanosheet Conductors: 2-D Self-Assembly of Highly Conjugated Polymers," Thomas Bjornholm, Daniel R. Greve, Niels Reitzel, Kristian Kjær, Paul Howes, Mani Jayaraman, Paul C. Ewbank, Richard D. McCullough, J. Am. Chem. Soc. 1998 ,120 , 7643-7644. PDF

45. Greve, D. R.; Reitzel, N.; Hassenkam, T.; Bøgelund, J.; Kjaer, K.; Howes, P. B.; Larsen, N. B.; Jayaraman, M.; McCullough, R. D.; Bjørnholm, T. "Directed self-assembly of amphiphilic regioregular polythiophenes on the nanometer scale." Synth. Met. 1999 ,102 , 1502-1505.

46. "The Chemistry of Polythiophenes: From Synthesis to Self-Assembly to Intelligent Materials," McCullough, R. D. Handbook of Oligothiophenes and Polythiophenes ,1999 , 1-44.

47. "A Very Simple Method to Prepare Head-to-Tail Coupled, Regioregular Poly(3-alkylthiophenes) Using Grignard Metathesis," Loewe, R. S.; Khersonsky, S. M.; McCullough, R. D. Adv. Mater. 1999 ,11 , 250-253. PDF

48. "Investigating the Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives: Improved Yields by the Hidden Equivalent Method," McCullough, R. D.; Petruska, M. A.; Belot, J. A. Tetrahedron ,1999 ,115 , 2231-2238.

49. "Employing MALDI-MS on Polyalkylthiophenes: Analysis of Molecular Weights, Molecular Weight Distributions, End Group Structures, and End Group Modifications," Liu, J.; Loewe, R.
S.; McCullough, R. D. Macromolecules 1999 ,32 , 5777-5785. PDF

50. "Polythiophene Nanowires," Bjørnholm, T.; Hassenkam, T.; Greve, D. R.; McCullough, R. D.; Jayaraman, M.; Savoy, S. M.; Jones, C. E.; McDevitt, J. T. Adv. Mater. 1999 ,11 , 1218-1221 ( paper featured on the cover ). PDF

Publications in non-refereed journals (at Carnegie Mellon):

13. Ewbank, Paul C.; Nuding, Guido; Suenaga, Hikaro; McCullough, Richard D.; Shinkai, Seiji, “Regioregular, head to tail coupled, amine functionalized polythiophenes”, Polymer Preprints 1999, 40(2), 855.

12. Heuze, Karine; McCullough, Richard D., “Toward new amphiphilic polythiophenes: Synthesis of regioregular phosphonic acid functionalized polythiophenes”, Polymer Preprints 1999, 40(2), 854.

11. Loewe, Robert S.; McCullough, Richard D., “Using Grignard metathesis to synthesize regioregular, head-to-tail coupled poly(3-substituted)thiophenes”, Polymer Preprints 1999, 40(2), 852-853.

10. Pilston, Richard L.; Hauser, Rachel E.; Sippel, Julie A.; McCullough, Richard D., “Copolymers of 3-(methoxyethoxyethoxymethyl)thiophene and 3-(polyfluoroalkyl)thiophenes”, Polymer Preprints 1999, 40(2), 851.

9. Liu, Jinsong; McCullough, Richard D., “Analysis of regioregular poly(3-alkylthiophenes) by MALDI-MS”, Polymer Preprints 1999, 40(2), 695.

8. Ewbank, Paul C.; Reddinger, Jerry L.; McCullough, Richard D., “Regioregular water soluble poly(3-substituted)-thiophenes: the precursors to self-assembling conducting polymers possess surprising chemosensory potential”, Polymer Preprints 1995, 36(2), 198.

7. McCullough, Richard D.; Williams, Shawn P., “A dramatic conjugational interchange in the regioregular polythiophene, HT-poly(3-[2,5,8-trioxanonyl]thiophene) via a chemoselective recognition response”, Polymer Preprints 1995, 36(1), 616-617.

6. McCullough, Richard D., “Self-assembled and chemically responsive conducting polymer superstructures”, Polymer Preprints 1995, 36(1), 535.

5. McCullough, Richard D.; Williams, Shawn P., “Using a functionalized, structurally pure head-to-tail poly(3-substituted thiophene) to probe environmental effects on material properties”, Polymer Preprints 1994, 35(1), 300-301.

4. Jayaraman, Manikandan; McCullough, Richard D., Synthesis of well-defined alternating and random copolymers of electrically conductive poly(3-alkylthiophenes), Polymer Preprints 1994, 35(1), 299.

3. McCullough, Richard D.; Reddinger, Jerry; Williams, Shawn P.; Jayaraman, Manikandan; Ewbank, Paul C.; Miller, Lynnette, Synthesis of head-to-tail poly(3-alkylthiophenes), Polymer Preprints 1994, 35(1), 302.

2. McCullough, Richard D.; Williams, Shawn P.; Jayaraman, Manikandan, “Tuning electronic and photonic properties in conducting polymers with side-chains and by recipe: head-to-tail poly(3-substituted)thiophenes and random copolymers of head-to-tail poly(3-alkylthiophenes)”, Polymer Preprints 1994, 35(1), 190-191.

1. McCullough, Richard D.; Lowe, Renae D., “The synthesis of well-defined conducting poly(3-alkylthiophenes)”, Polymer Preprints 1992, 33(1), 195-196.

Media Coverage at CMU:

"Chemistry and Industry ", Highlights Section, paper published in J. Chem. Soc., Chem. Commun. 1992 , 70 was highlighted in February 1992 edition.

"Chemistry and Industry ", Highlights Section, paper published in J. Am. Chem. Soc. 1993 ,115 , 11608 was highlighted in January 1994 edition.



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