
Department of Chemistry and
Chemical Biology
Martin F. Semmelhack ()
Cornell Faculty 1968 - 1978
Organic Chemistry
Education
PhD, Harvard University, 1963
Biographies
Academic Geneaology
http://www.scs.uiuc.edu/~mainzv/Web_Genealogy/index.htm
(Oct 12, 2004)
Semmelhack, Martin F. (1941-) (PhD 1963, Harvard)
Corey, Elias James (1928-) (PhD 1951, MIT)
Sheehan, John Clark (1915-1992) (PhD 1941, Michigan)
Bachmann, Walter Emmanuel (1901-1951) (PhD 1926, Michigan)
Gomberg, Moses (1866-1947) (PhD 1894, Michigan) []
Meyer, Viktor (1848-1897) (PhD 1867, Berlin)
Bunsen, Robert Wilhelm Eberhard (1811-1899) (PhD 1830, Göttingen)
Friedrich Stromeyer (1776-1835) (MD 1800, Göttingen)
Louis Nicolas Vauquelin (1763-1829) (MA 1790, Paris)
Antoine Francois de Fourcroy (1755-1809) (MD 1780, Paris)
Jean Baptiste Michel Bucquet (1746-1780) (MD 1770, Paris)
Antoine Laurent Lavoisier (1743-1794) (LLB 1758, Paris)
Guillaume Francois Rouelle (1703-1770) (Apothecary 1725, Paris)
Selected Publications
Semmelhack, M. F.; Harrison, J. J.; Young, D. C.; Gutierrez, A.; Rafii, Shahin; Clardy, Jon. [3.3]Metacyclophane: a novel synthesis and a study of the structure through x-ray diffraction, molecular mechanics, and solution NMR analysis. Journal of the American Chemical Society (1985), 107(25), 7508-14.
Semmelhack, M. F.; Helquist, Paul; Jones, L. D.; Keller, Leonard; Mendelson, L.; Ryono, Laurine Speltz; Gorzynski Smith, Janice; Stauffer, R. D. Reaction of aryl and vinyl halides with zerovalent nickel - preparative aspects and the synthesis of alnusone. Journal of the American Chemical Society (1981), 103(21), 6460-71.
Semmelhack, M. F.; Brickner, Steven J. Intramolecular carbonylation of vinyl halides to form methylene lactones. Journal of Organic Chemistry (1981), 46(8), 1723-6.
Semmelhack, M. F.; Bargar, Thomas. Photostimulated nucleophilic aromatic substitution for halides with carbon nucleophiles. Preparative and mechanistic aspects. Journal of the American Chemical Society (1980), 102(26), 7765-74.
Semmelhack, M. F.; Harrison, J. J.; Thebtaranonth, Y. Formation of 3-substituted cyclohexenones by nucleophilic addition to anisole-chromium complexes. Journal of Organic Chemistry (1979), 44(18), 3275-7.
Semmelhack, M. F.; Hall, H. T., Jr.; Farina, R.; Yoshifuji, M.; Clark, G.; Bargar, T.; Hirotsu, K.; Clardy, J. h5-Cyclohexadienyltricarbonylchromium(0) complexes from addition of carbon nucleophiles to h6-benzenetricarbonylchromium(0). Formation, chemical and spectroscopic features, and x-ray diffraction analysis. Journal of the American Chemical Society (1979), 101(13), 3535-44.
Semmelhack, M. F.; Clark, G. R.; Farina, R.; Saeman, M. Substituent effects in addition of carbanions to arenechromium tricarbonyl complexes: correlation with arene LUMO. Journal of the American Chemical Society (1979), 101(1), 217-18.
Semmelhack, M. F.; Bisaha, J.; Czarny, M. Metalation of arenechromium tricarbonyl complexes and electrophilic trapping of the complexed phenyllithium intermediate. Journal of the American Chemical Society (1979), 101(3), 768-70.
Semmelhack, M. F.; Yamashita, A.; Tomesch, J. C.; Hirotsu, K. Total synthesis of confertin via metal-promoted cyclization-lactonization. Journal of the American Chemical Society (1978), 100(17), 5565-7.
Semmelhack, M. F.; Weller, H. N.; Clardy, Jon. Rapid vinyl
shifts in
spiro[4.4]polyenes: verification of the rate-determining step
and the
identity of the migrating group. Journal of Organic Chemistry
(1978),
43(19), 3791-2. CODEN: JOCEAH ISSN:0022-3263. CAN 89:162820 AN
1978:562820 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Tomesch, J. C.; Czarny, M.; Boettger, S.
Preparation of
2-(alkylthiomethyl)acrylates. Journal of Organic Chemistry (1978),
43(6), 1259-62. CODEN: JOCEAH ISSN:0022-3263. CAN 88:120577 AN
1978:120577 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, Martin F.. Arene-metal complexes in organic synthesis.
Annals
of the New York Academy of Sciences (1977), 295 36-51. CODEN:
ANYAA9
ISSN:0077-8923. CAN 88:89732 AN 1978:89732 CAPLUS (Copyright 2004
ACS on SciFinder (R))
Semmelhack, M. F.; Stauffer, R. D.; Yamashita, A. Reductions
of conjugated
carbonyl compounds with copper hydride - preparative and mechanistic
aspects. Journal of Organic Chemistry (1977), 42(19), 3180-8.
CODEN:
JOCEAH ISSN:0022-3263. CAN 87:183712 AN 1977:583712 CAPLUS
(Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Tomesch, J. C. Grob-type fragmentation of
five- and
six-membered rings promoted by cuprous ion. Journal of Organic
Chemistry
(1977), 42(15), 2657-8. CODEN: JOCEAH ISSN:0022-3263. CAN 87:84250
AN 1977:484250 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, Martin F.. Arene-metal complexes in organic synthesis.
Journal of Organometallic Chemistry Library (1976), 1 361-95.
CODEN:
JOCLD7 ISSN:0378-5203. CAN 86:171526 AN 1977:171526 CAPLUS
(Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Bargar, Thomas M. Cyclizations of enolates
onto aromatic
rings via the photo-SRN1 reaction. Preparative and mechanistic
aspects.
Journal of Organic Chemistry (1977), 42(8), 1481-2. CODEN: JOCEAH
ISSN:0022-3263. CAN 86:154856 AN 1977:154856 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; Thebtaranonth, Yodhathai; Keller, L. Formation
of fused,
spiro, and metacyclophane rings via intramolecular carbanion attack
on
arene-chromium complexes. Journal of the American Chemical Society
(1977), 99(3), 959-61. CODEN: JACSAT ISSN:0002-7863. CAN 86:139690
AN
1977:139690 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Clark, G. Meta-substituted aromatics by
carbanion attack
on p-anisole and p-toluenechromium tricarbonyl. Journal of the
American
Chemical Society (1977), 99(5), 1675-6. CODEN: JACSAT ISSN:0002-7863.
CAN 86:139582 AN 1977:139582 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Weller, H. N.; Foos, J. S. Thermal rearrangements
of
spiro[4.4]nonapolyenes. Unusually rapid 1,5-vinyl migration. Journal
of
the American Chemical Society (1977), 99(1), 292-4. CODEN: JACSAT
ISSN:0002-7863. CAN 86:120490 AN 1977:120490 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; Hall, H. T., Jr.; Yoshifuji, M.
h5-Cyclohexadienyltricarbonylchromium(0) intermediates in the
reaction of
carbanions with h6-arenetricarbonylchromium(0). Journal of the
American
Chemical Society (1976), 98(20), 6387-9. CODEN: JACSAT ISSN:0002-7863.
CAN 86:4495 AN 1977:4495 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Wu, E. S. C. Synthetic methods for sesquiterpene
a-methylene-g-lactones. Journal of the American Chemical Society
(1976), 98(11), 3384-6. CODEN: JACSAT ISSN:0002-7863. CAN 85:46875
AN
1976:446875 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, Martin F.; Stauffer, R. D. Reductions with copper
hydride. New
preparative and mechanistic aspects. Journal of Organic Chemistry
(1975), 40(24), 3619-21. CODEN: JOCEAH ISSN:0022-3263. CAN 84:3865
AN
1976:3865 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Ryono, Lauri S. Nickel-promoted synthesis
of cyclic
biphenyls. Total synthesis of alnusone dimethyl ether. Journal
of the
American Chemical Society (1975), 97(13), 3873-5. CODEN: JACSAT
ISSN:0002-7863. CAN 83:78951 AN 1975:478951 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; Chong, B. P.; Stauffer, R. D.; Rogerson,
T. D.; Chong, A.;
Jones, Lawrence D. Total synthesis of the Cephalotaxus alkaloids.
Problem
in nucleophilic aromatic substitution. Journal of the American
Chemical
Society (1975), 97(9), 2507-16. CODEN: JACSAT ISSN:0002-7863.
CAN
83:28403 AN 1975:428403 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Hall, H. T.; Yoshifuji, M.; Clark, G. Reactions
of
carbonions with p-benzenechromium tricarbonyl. Nucleophilic aromatic
substitution for hydride. Journal of the American Chemical Society
(1975), 97(5), 1247-8. CODEN: JACSAT ISSN:0002-7863. CAN 82:124379
AN
1975:124379 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Hall, H. T. Phenylation of carbanions by
p-(chlorobenzene)chromium tricarbonyl. Journal of the American
Chemical
Society (1974), 96(22), 7091-2. CODEN: JACSAT ISSN:0002-7863.
CAN
82:16407 AN 1975:16407 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Hall, H. T. Intermediates in the reaction
of carbanions
with p-(chlorobenzene)chromium tricarbonyl. Journal of the American
Chemical Society (1974), 96(22), 7092-4. CODEN: JACSAT ISSN:0002-7863.
CAN 82:3580 AN 1975:3580 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Stauffer, R. D.; Rogerson, T. D. Nucleophilic
aromatic
substitution by a new nickel-catalyzed process and the SRN1 reaction.
Improved synthesis of cephalotaxinone. Tetrahedron Letters (1973),
(45), 4519-22. CODEN: TELEAY ISSN:0040-4039. CAN 80:83356 AN
1974:83356 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Foos, J. S.; Katz, S. Spiro[4.4]nonatetraene
and
spiro[4.4]nona-1,3,7-triene. Synthesis and properties. Effects
of
spiroconjugation. Journal of the American Chemical Society (1973),
95(22), 7325-36. CODEN: JACSAT ISSN:0002-7863. CAN 80:14631 AN
1974:14631 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Ryono, Lauri. Carbon-carbon bond formation
via transition
metals. Addition-elimination of aryl and alkenyl halides to
methyltris(triphenylphosphine)rhodium(I). Tetrahedron Letters
(1973),
(31), 2967-70. CODEN: TELEAY ISSN:0040-4039. CAN 79:136126 AN
1973:536126 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Stauffer, R. D. Synthesis with zerovalent
metals.
Conversion of thionocarbonates to alkenes with
bis(1,5-cyclooctadiene)nickel(0). Tetrahedron Letters (1973),
(29),
2667-70. CODEN: TELEAY ISSN:0040-4039. CAN 79:125929 AN 1973:525929
CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, Martin F.; Helquist, Paul M. Reaction of aryl halides
with
p-allylnickel halides. Methallylbenzene. Organic Syntheses (1972),
52
115-21. CODEN: ORSYAT ISSN:0078-6209. CAN 78:83917 AN 1973:83917
CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; DeFranco, R. J.; Margolin, Z.; Stock, J.
Spiroaromaticity
in spiro[2.3]hexadienyl anions. Kinetic acidities in highly basic
media.
Journal of the American Chemical Society (1973), 95(2), 426-32.
CODEN:
JACSAT ISSN:0002-7863. CAN 78:83655 AN 1973:83655 CAPLUS (Copyright
2004 ACS on SciFinder (R))
Semmelhack, M. F.; Helquist, P. M.; Gorzynski, J. D. Synthesis
with
zerovalent nickel. Coupling of alkenyl halides with
bis(1,5-cyclooctadiene)nickel(0). Journal of the American Chemical
Society (1972), 94(26), 9234-6. CODEN: JACSAT ISSN:0002-7863.
CAN
78:71281 AN 1973:71281 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; DeFranco, R. J. Synthesis and thermal rearrangements
of
spiro[2.3]hexadiene and spiro[2.3]hex-4-ene derivatives. Journal
of the
American Chemical Society (1972), 94(25), 8838-47. CODEN: JACSAT
ISSN:0002-7863. CAN 78:57844 AN 1973:57844 CAPLUS (Copyright 2004
ACS on SciFinder (R))
Semmelhack, M. F.; Chong, B. P.; Jones, L. D. Total synthesis
of
Cephalotaxus alkaloids. Journal of the American Chemical Society
(1972), 94(24), 8629-30. CODEN: JACSAT ISSN:0002-7863. CAN 78:30038
AN 1973:30038 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Foos, J. S.; Katz, S. Spiro[4,4]nonatetraene
and
spiro[4,4]nona-1,3,7-triene. Journal of the American Chemical
Society
(1972), 94(24), 8637-8. CODEN: JACSAT ISSN:0002-7863. CAN 78:29310
AN
1973:29310 CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, Martin F.. Formation of carbon-carbon bonds via
p-allylnickel
compounds. Organic Reactions (New York) (1972), 19 115-98. CODEN:
ORREAW ISSN:0078-6179. CAN 78:16258 AN 1973:16258 CAPLUS (Copyright
2004 ACS on SciFinder (R))
Semmelhack, M. F.; Heinsohn, G. E. Selective removal of protecting
groups
using controlled potential electrolysis. Journal of the American
Chemical Society (1972), 94(14), 5139-40. CODEN: JACSAT
ISSN:0002-7863. CAN 77:74980 AN 1972:474980 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; DeFranco, R. J.; Stock, J. Selective introduction
of
hydrogen isotopes by electrolytic reduction of the carbon-halogen
bond.
Tetrahedron Letters (1972), (14), 1371-4. CODEN: TELEAY
ISSN:0040-4039. CAN 77:61342 AN 1972:461342 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; De Franco, R. J.; Margolin, Z.; Stock, J.
Kinetic acidity
as a probe for spiroaromaticity in a spiro[2.3]hexadiene. Journal
of the
American Chemical Society (1972), 94(6), 2115-16. CODEN: JACSAT
ISSN:0002-7863. CAN 76:126244 AN 1972:126244 CAPLUS (Copyright
2004
ACS on SciFinder (R))
Semmelhack, M. F.; De Franco, R. J. Thermal rearrangements
of
spiro[2.3]hex-4-enes and spiro[2.3]hexadienes. Journal of the
American
Chemical Society (1972), 94(6), 2116-18. CODEN: JACSAT ISSN:0002-7863.
CAN 76:126144 AN 1972:126144 CAPLUS (Copyright 2004 ACS on SciFinder
(R))
Semmelhack, M. F.; Gilman, B. F. Thiazepine photochemistry.
Ready
1,3-hydrogen shifts from a sidechain amide. Journal of the Chemical
Society [Section] D: Chemical Communications (1971), (16), 988-9.
CODEN: CCJDAO ISSN:0577-6171. CAN 76:3818 AN 1972:3818 CAPLUS
(Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Helquist, P. M.; Jones, L. D. Synthesis
with zerovalent
nickel. Coupling of aryl halides with bis(1,5-cyclooctadiene)nickel(0).
Journal of the American Chemical Society (1971), 93(22), 5908-10.
CODEN: JACSAT ISSN:0002-7863. CAN 76:3474 AN 1972:3474 CAPLUS
(Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; Kunkes, Steve; Lee, Carol S. Thiazepine
photochemistry.
Photoaddition of methanol involving participation by sulfur. Journal
of
the Chemical Society [Section] D: Chemical Communications (1971),
(13),
698-9. CODEN: CCJDAO ISSN:0577-6171. CAN 75:76758 AN 1971:476758
CAPLUS (Copyright 2004 ACS on SciFinder (R))
Semmelhack, M. F.; DeFranco, R. J. Synthesis of spiro[2.3]hexenes
and a
spiro[2.3]hexadiene. Tetrahedron Letters (1971), (16), 1061-4.
CODEN: TELEAY ISSN:0040-4039. CAN 75:19763 AN 1971:419763 CAPLUS
(Copyright 2004 ACS on SciFinder (R))