Curriculum Vitae
Dr. T. Howard Black

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Education

Ph.D. 1980 (Organic Synthesis) Northwestern University, Evanston, IL (Prof. J.A. Marshall)
M.S. 1977 (Organic Chemistry) Central Michigan University, Mt. Pleasant, MI (Prof. Q.R. Petersen)
B.A. 1972 (Chemistry) Ohio Wesleyan University, Delaware, OH (Prof. Roy G. Bossert)

Academic Experience
 

2007 - present
Professor Emeritus, Eastern Illinois University, Charleston, IL
1990 - 2007 Professor, Eastern Illinois University, Charleston, IL
Sept. - Dec. 1991 Visiting Professor, University of Wisconsin-Madison, Madison, WI
1987 - 1989 Associate Professor, Eastern Illinois University, Charleston, IL
1985 - 1986 Assistant Professor, Eastern Illinois University, Charleston, IL
1982 - 1984 Pilot Plant Manager, Aldrich Chemical Co., Milwaukee, WI 
1980 - 1982
Principal Investigator, Organic Synthetic Group under Contract to the National Cancer Institute, Aldrich Chemical Co., Milwaukee, WI

Honors and Societies

[As student] American Chemical Society (including Organic and Medicinal Chemistry Divisions); American Association for the Advancement of Science; International Union of Pure and Applied Chemistry; Council on Undergraduate Research; Chi Gamma Nu (Ohio Wesleyan University); Phi Lambda Upsilon (Northwestern University, President 1979-80); Member local ACS Board of Directors and Chairman of Committee on Professional Relations (1980-2); H.C. Industries Graduate Fellowship Recipient (1975-7); Graduate Teaching Assistant Fellowship Recipient (1977-80).

[As faculty] Promoted to Associate Professor in two years, granted tenure in four years, promoted to Full Professor in five years; Referee/reviewer for the Journal of the American Chemical Society, Journal of Organic Chemistry, Angewandte Chemie, Organic Letters, Synthesis, Synlett, Tetrahedron Letters, Tetrahedron, the American Chemical Society (Publications Division), the Petroleum Research Fund, the National Science Foundation, and the Research Corporation; Eastern Illinois University Presidential Summer Research Fellow (1987-90, 1996, 2001); E.I.U. Faculty Excellence Award in Teaching and/or Research (1987, 1989, 1990, 1991, 1993, 1994, 1995 [award discontinued in 1996]); Camille and Henry Dreyfus Scholar (1993-5); Chemistry Councilor to Council on Undergraduate Research (1995-2003), Divisional Editor (Chemistry) of CUR Quarterly (1996), Associate Editor of CUR Directory of Research at Undergraduate Institutions (1998), Facilitator for CUR Institute on Proposal Writing (2001, 2002, 2003); Member of Editorial Advisory Board for Research Advances in Organic Chemistry (2000-present); Consultant for H&H Pharmaceuticals, Inc. (2000-present); Camille and Henry Dreyfus Scholar (2003-5);Member of Editorial Advisory Board for Advances in Organic Synthesis (2010-present)

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Extramural Grants Obtained (as sole P.I.)

Petroleum Research Fund (PRF), Type G (18221-GB1); A Novel Trans-γ-Lactone Synthesis via Dyotropic Rearrangement; $18,000; 9/1/86-8/31/88.

PRF-B (20552-B1); Butyrolactone Synthesis via Dyotropic Rearrangement; $20,000; 9/1/88-8/31/90.

National Science Foundation (RUI); (Co-PI of Multi-User Instrumentation Proposal) Purchase of a Nuclear Magnetic Resonance Spectrometer; $127,350; 9/1/88-8/31/89.

Research Corporation (C-2563); Bicyclic Butyrolactone Synthesis via Intramolecular Cycloaddition/Dyotropic Rearrangement; $14,800; 1/1/89-12/30/91.

PRF-B (23949-B1); A Novel Synthetic Approach to Cadinane Sesquiterpenes; $20,000; 5/1/90-8/31/93.

National Science Foundation (RUI) (CHE-9203760); A General Synthesis of Cadinane Sesquiterpenes; $70,000; 9/1/92-2/28/95.

PRF-B (26935-B1); Cationic β-Lactone Rearrangements in Butenolide Synthesis; $25,000; 9/1/93-8/31/95.

Camille and Henry Dreyfus Foundation Scholar-Fellow Award (SF-92-02); Enantiospecific Synthesis of Butenolides via Rearrangement/Elimination Reactions of α-Trimethylsilyl β-Lactones; $60,000; 9/1/93-8/31/95.

National Institutes of Health (AREA) (R15-GM52677-01); Synthesis of Chiral Butyrolactones and Butenolides; $94,476;  6/1/95-5/31/98.

The Research Corporation (CCSA) (DS0280); A Concise, Enantioselective Synthesis of the α,α'-Diaryl β-Dicarbonyl Moiety; $10,000; 6/1/00-5/31/01.

PRF-B (37238-B1); Carbon Acylation of Highly Delocalized Enolates Using Catalytic DMAP Derivatives; $30,000; 7/1/01-8/31/03.

Camille and Henry Dreyfus Foundation Scholar-Fellow Award; Enantioselective Carbon Acylation of Highly Delocalized Enolates using Catalytic Dimethylaminopyridine Derivatives; $100,000; 9/1/03-8/31/05.

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Publications (note: only publications #1-5 did not result from work carried out at EIU with student collaborators.)

[from Northwestern University]
1. Marshall, J.A.*; Black, T.H.; Shone, R.L. "A Reevaluation of Some Betweenanene Synthetic Strategy" - Tetrahedron Lett. 1979, 4737. [link]

2. Marshall, J.A.*; Constantino, M.; Black, T.H. "A Short Synthesis of Symmetrical Betweenanenes" - Synth. Commun. 1980, 10, 689. [link]

3. Marshall, J.A.*; Black, T.H. "[20.10], [22.10], and [26.10] Betweenanenes, Conformationally Flexible Bicyclic Alkenes: Synthesis, Chemistry, and Optical Resolution" - J. Am. Chem. Soc. 1980, 102, 7581. [link]

[from Aldrich Chemical Co.]

4. Black, T.H. "Recent Applications of Homogeneous Catalysis to Organic Synthesis" Aldrichim. Acta 1982, 15, 13. [link]

5. Black, T.H. "The Preparation and Reactions of Diazomethane" - Aldrichim. Acta 1983, 16, 3. [Note: This has been the most-requested and most-cited reprint from Aldrichimica Acta since it was published through the present time.] [link]

[from Eastern Illinois University]

6. Black, T.H.*; Arrivo, S.M.; Schumm, J.S.; Knobeloch, J.M. "A Novel Oxygen-to-Carbon Ester Migration catalyzed by 4-(N,N-Dimethylamino)pyridine in the Benzofuranone Ring System" - J. Chem. Soc., Chem. Commun. 1986, 1524. [link]

7. Black, T.H.*; Arrivo, S.M.; Schumm, J.S.; Knobeloch, J.M. "Dimethylaminopyridine as a Catalyst for Carbon Acylation. 2. Control of Carbon Versus Oxygen Acylation in Benzofuranones" - J. Org. Chem. 1987, 52, 5425. [link]

8. Black, T.H.*; DuBay, W.J. "A New Synthesis of Substituted Spiro Butyrolactones via Dyotropic Rearrangement" - Tetrahedron Lett. 1987, 28, 4787. [link]

9. Black, T.H. "Improved, Large-Scale Syntheses of Xanthothricin and Reumycin" - J. Heterocycl. Chem. 1987, 24, 1373. [link]

10. Black, T.H.*; Fields, J.D. "A Versatile Synthesis of 3-Substituted 5-Alkyl Butyrolactones via Dyotropic Rearrangement" - Synth. Commun. 1988, 18, 125. [link]

11. Black, T.H.*; Hall, J.A.; Sheu, R.G. "An Improved, Stereospecific Synthesis of Highly Substituted Butyrolactones via Dyotropic Rearrangement" - J. Org. Chem. 1988, 53, 2371. [link]

12. Black, T.H.*; DuBay, W.J. "Lactone Synthesis via Dyotropic Rearrangement. Stereospecific Construction of Fused Butyrolactones with Three Contiguous Asymmetric Centers" - Tetrahedron Lett. 1988, 29, 1747. [link]

13. Black, T.H.*; DuBay, W.J.; Tully, P.S. "The Dyotropic Rearrangement of Cycloalkyl β-Lactones. Formation of Spiro vs. Fused Butyrolactones as a Function of Ring Size" - J. Org. Chem. 1988, 53, 5922. [link]

14. Black, T.H. "2-Indanecarboxaldehyde" - Chem. Eng. News 1988, 66(32), 2. [link]

15. Black, T.H. "Recent Advances in the Control of Carbon versus Oxygen Acylation in Enolate Anions" - Org. Prep. Proc. Internat. 1989, 21, 181 (invited review).

16. Black, T.H.*; Gatto, C. "An Inexpensive, Efficient Synthesis of 1-Methylxanthine" - Synth. Commun. 1989, 19, 843. [link]

17. Black, T.H.*; Maluleka, S.L. "An Efficient, Highly Regioselective Synthesis of Substituted (1-Cyclohexenyl) Acetic Acid Derivatives via Ionization/Elimination of β-Lactones" - Tetrahedron Lett. 1989, 30, 531. [link]

18. Black, T.H.*; Eisenbeis, S. "A Novel Synthesis of Mono- and Disubstituted (1-Cycloalkenyl) Acetic Acid Derivatives via Ionization/Elimination of β-Lactones" - Synth. Commun. 1989, 19, 2243. [link]

19. Black, T.H.*; Maluleka, S.L. "Isomerically Pure 2,3-Dialkyl 3-Alkenoic Acids via Ionization/Elimination of β-Lactones" - Synth. Commun. 1989, 19, 2885. [link]

20. Black, T.H.*; Eisenbeis, S.A.; McDermott, T.S.; Maluleka, S.M. "Synthesis of Cyclic and Acyclic β,γ-Unsaturated Carboxylic Acids via Ionization/Elimination of β-Lactones" - Tetrahedron 1990, 46, 2307. [link]

21. Black, T.H.*; McDermott, T.S. "A New Synthesis of 3-Chloro Butenolides via Rearrangement of 3,3-Dichloro β-Lactones" - Synth. Commun. 1990, 20, 2959. [link]

22. Black, T,H.*; McDermott, T.S.; Eisenbeis, S.A. "Sterically Guided Rearrangement of 3,3-Disubstituted β-Lactones. A Rapid Construction of Cycloheptano Trans-Fused Butyrolactones" - Tetrahedron Lett. 1990, 31, 6617. [link]

23. Black, T.H.*; McDermott, T.S. "A Unique 3-Chlorobutenolide Annulation Sequence" - J. Chem. Soc., Chem. Commun. 1991, 184. [link]

24. Black, T.H.*; McDermott, T.S.; Brown, G.A. "A Facile 3-Alkyl Butenolide Annulation Sequence" - Tetrahedron Lett. 1991, 32, 6501. [link]

25. Black, T.H.*; Olson, J.T.; Abt, D.C. "A Short Synthesis of γ-Lactams via the Spontaneous Ring Expansion of β-Lactams" - Synth. Commun. 1992, 22, 2729. [link]

26. Black, T.H. "Aldehydic and Ketonic Monocarboxylic Acids", in Rodd's Chemistry of Carbon Compounds; Sainsbury, M., Ed; Elsevier: Amsterdam; 1993, 213 (invited chapter).

27. Black, T.H.*; Huang, J. "A New Synthesis of Substituted Butenolides via Cation-Initiated Ring Expansion/Elimination of β-Lactones" - Tetrahedron Lett. 1993, 34, 1411. [link]

28. Black, T.H. "Benzylsulfonyldiazomethane" in Encyclopedia of Reagents for Organic Synthesis, Paquette, L., ed.; Wiley: New York,1995, p 282 (invited review).

29. Black, T.H. "Silver Trifluoromethanesulfonate" in Encyclopedia of Reagents for Organic Synthesis, Paquette, L., ed.; Wiley: New York,1995, p 4476 (invited review).

30. Black, T.H. "Silver" in Encyclopedia of Reagents for Organic Synthesis, Paquette, L., ed.; Wiley: New York, 1995, p 4444(invited review).

31. Black, T.H. "Magnesium Bromide" in Encyclopedia of Reagents for Organic Synthesis, Paquette, L., ed.; Wiley: New York, 1995, p 3197 (invited review).

32. Black, T.H. "β-Lactones as Useful Synthetic Intermediates" in Trends in Heterocyclic Chemistry, Menon, J., ed.; Research Trends: Trivandrum, 1993; Vol. 3, 275, publ. 1995 (invited review).

33. Black, T.H.*; Brown, G.A.; Smith, D.C.; Martinie, S.M. "Synthesis of 3,5-Disubstituted Butenolides. A Short Preparation of Volatile Streptomyces Lactones" - Synth. Commun. 1995, 25, 479.[link]

34. Black, T.H.*; Zhang, Y.; Huang, J.; Smith, D.C.; Yates, B.E. "Carbonyl Homologation via α-Trimethylsilyl β-Lactone Rearrangements. A Nonbasic Alternative to the Wittig Reaction." - Synth. Commun. 1995, 25, 15. [link]

35. Black, T.H.*; Forsee, J.C.; Probst, D.A. "A Rapid, Nearly Quantitative Conversion of Codeine to Hydrocodone" - Synth. Commun.2000, 30, 3195. [link]

36. Black, T.H.*; Smith, D.C.; Eisenbeis, S.A.; Peterson, K.A.; Harmon, M.S. "cis-Fused γ-Lactones from Simple Precursors via β-Lactone Rearrangements" - J. Chem. Soc., Chem. Commun. 2001, 753-754. [link]

37. Black, T.H.*; Farrell, J.R.; Probst, D.A.; Zotz, M.C. "A High Yielding, Reproducible Synthesis of Trimethylsilylketene" - Synth. Commun. 2002, 32(13), 2083-8. [link]

38.Black, T.H.*; Treadwell, E.M. "An Engaging Illustration of the Physical Differences Among Menthol Stereoisomers" J. Chem. Educ. 2005, 82, 1046. [link]

39. Black, T.H.*; Farrell, J.R.; Probst, D.A.; Zotz, M.C.; Graham, W.I. "Trimethylsilylketene" - Organic Syntheses, in press.

40. Black, T.H.*; Hua, E. "A Regiospecific Synthesis of 6-Aryl β,γ-Unsaturated δ-Lactones" - Synth. Commun., in press.

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