Dibble, Peter
Faculty
- Phone
- (403) 329-2305
- Fax
- (403) 329-2057
- dibble@uleth.ca
Lab
- Phone
- (403) 332-4115
Current Research
| Title |
Location |
Principal Investigator | Co-Researchers | Grant Agency |
Grant Amount |
Grant Time Period |
|---|---|---|---|---|---|---|
| Isobenzofurans | Lethbridge, AB | Peter Dibble, University of Lethbridge | ||||
| Isobenzofurans | Lethbridge, AB | Peter Dibble, University of Lethbridge | Natural Sciences and Engineering Research Council (NSERC) | $30,000 | 2004-09 |
Publications
"4,14:7,11-Diepoxy-2,9-propanonaphtho[1,2-f:5,6-f']diisoindole-1,3,8,10-tetrone,3a,4,7,7a,10a,11,14,14a-octahydro(2R,3aR,4S,7R,7aS,9R,10aR,11S,14R,14aS)-rel- (9CI), a cyclophane derived from naphtho[1,2-c:5,6-c]difuran", Michelle E. Thibault, Masood Parvez and Peter W. Dibble, Acta Cryst. E., in press.
"Furans and their Benzo Derivatives: Applications", Peter W. Dibble, Matthew Letts and Brian A. Keay, "Comprehensive Heterocyclic Chemistry III", 2008, Elsevier.
"1,3-Diphenylisobenzofuran", Rene´ T. Boere´,* Peter W. Dibble and Kristapher E. Fischer, Acta Cryst. (2008) E64, o686.
"Structures of the 2:1 adducts of benzyne with 2-methylanisole and benzene", C. O. Bender, R. T. Boeré, P. W. Dibble, R. T. McKay, Can. J. Chem., 2007, 85, 461-465.
"Diels-Alder Reactivity of Benzannulated Isobenzofurans as assessed by Density Functional Theory", Davor Margetic*, R. N. Warrener and Peter W. Dibble, Journal of Molecular Modeling, Springer, 13.01.2004, vol. 0, no. 2, pp. 87-93.
"Naphtho[l,2-c:5,6-c]difuran: reactive linker and cyclophane precursor", Taunia L. L. Closson, Sidney Manning, Michelle E. Thibault, and Peter W. Dibble*, J. Org. Chem. 2003, 68, 8373-8378.
"The synthesis and photochromic properties of molecules containing [e]- annelated dihydropyrenes. Two and three way pi-switches based on the dimethyldihydropyrene-metacyclophanediene valence isomerization"; Reginald H. Mitchell,* Timothy R. Ward, Yongsheng Chen, Yunxia Wang, S. Ananda Weerawarna, Peter W. Dibble, Michael J Marsella, Adah Almutairi, and Zhi-Qiang Wang; J. Am. Chem. Soc., 2003, 125, 2974-2988.
"Phenanthro[2,3-c]furan - A Stable Benzologue of Isobenzofuran with Greater Reactivity", Michelle Thibault, Laurie A. Pacarynuk, Taunia L. Closson and Peter W. Dibble*, Tetrahedron Lett, 2001, 42, 789-791.
"pi-Switches: Synthesis of Three-Way molecular Switches Based on the Dimethyldihydropyrene-Metacyclophanediene Valence Isomerization", Reginald H. Mitchell, Timothy R. Ward, Yunxia Wang and Peter W. Dibble, J. Am. Chem. Soc. 1999, 121, 2601-2602.
"Naphtho[1,2-c:5,6-c]difuran, a Stable Isobenzofuran Derivative", Daniel W. Yu, Kathryn E. Preuss, Paulette R. Cassis, Dontem Dejikhangsar and Peter W. Dibble, Tetrahedron Letters, 1996, 49, 8845-8848.
"Furans and Their Benzo Derivatives: Applications", Brian A. Keay and Peter W. Dibble, Comprehensive Heterocyclic Chemistry II, Volume 2, Chapter 8, pp. 395-436, Pergammon Press, Oxford, 1996.
"Steric and Electronic Effects in Imine/Hemiaminal Ring-Chain Tautomerism", Sean D. Derrick, Richard Boehme, Ken M. Wong, Frank Nemeth, Kelly Tanaka, Brian Rumberg, Richard A. Beekman and Peter W. Dibble, Tetrahedron, 1996, 52, 7679-7690.
"The Generation of Anthra [2,3-c]furan via Aromatic-Ring Homologation of Naphtho[2,3-c]furan", Noah P. W. Tu, Judy C. Yip and Peter W. Dibble, Synthesis, 1996, 77-81.
"Teraryls via Phenylenebis(isobenzofuran)s", Susan Leong-Neumann, Sean D. Derrick and Peter W. Dibble, Tetrahedron Lett. 1995, 36, 4181,
"High-pressure Intramolecular Diels-Alder Reactions of the Furan Diene", Brian A. Keay and Peter W. Dibble, Tetrahedron Lett. 1989, 30, 1045.
"The EI Mass Spectra of Isobenzofurans and Adducts Therefrom", Peter W. Dibble and Russell Rodrigo, Org. Mass. Spec. 1988, 30, 1045.
"1-Phenylisobenzofuran, 1-Phenylnaphtho[2,3-c]furan, 1-Phenylnaphtho[1,2-c]furans", James G. Smith, Deryn E. Fogg, Ian J. Munday, Richard E. Sandborn and Peter W. Dibble, J. Org. Chem. 1988, 53, 2942-2953.
"Polycyclic aromatic hydrocarbons via 1-(arylmethyl)isobenzo- and -naphtho[2,3-c]furans", James G. Smith, and Peter W. Dibble, J. Org. Chem., 2008, 53, 1841-1848.
"The preparation and reactions of naphtho[1,2-c]furan and naphtho[2,3-c]furan", James G. Smith, Richard E. Sandborn and Peter W. Dibble, J. Org. Chem. 1986, 51, 3762-3768.
"Ring-chain tautomerism of 1-hydroxyphthalans. An examination of structural effects", James G. Smith and Peter W. Dibble, Tetrahedron, 1984, 40, 1667-1672.
"Naphtho[1,2-c]furan and Naphtho[2,3-c]furan", James G. Smith and Peter W. Dibble, Chem. Comm., 1983, 1197.
"2-(Dimethoxymethyl)benzyl alcohol: a convenient isobenzofuran precursor", James G. Smith and Peter W. Dibble, J. Org. Chem., 1983, 48, 5361-5362.
"Furans and their Benzo Derivatives: Applications", Peter W. Dibble, Matthew Letts and Brian A. Keay, "Comprehensive Heterocyclic Chemistry III", 2008, Elsevier.
"1,3-Diphenylisobenzofuran", Rene´ T. Boere´,* Peter W. Dibble and Kristapher E. Fischer, Acta Cryst. (2008) E64, o686.
"Structures of the 2:1 adducts of benzyne with 2-methylanisole and benzene", C. O. Bender, R. T. Boeré, P. W. Dibble, R. T. McKay, Can. J. Chem., 2007, 85, 461-465.
"Diels-Alder Reactivity of Benzannulated Isobenzofurans as assessed by Density Functional Theory", Davor Margetic*, R. N. Warrener and Peter W. Dibble, Journal of Molecular Modeling, Springer, 13.01.2004, vol. 0, no. 2, pp. 87-93.
"Naphtho[l,2-c:5,6-c]difuran: reactive linker and cyclophane precursor", Taunia L. L. Closson, Sidney Manning, Michelle E. Thibault, and Peter W. Dibble*, J. Org. Chem. 2003, 68, 8373-8378.
"The synthesis and photochromic properties of molecules containing [e]- annelated dihydropyrenes. Two and three way pi-switches based on the dimethyldihydropyrene-metacyclophanediene valence isomerization"; Reginald H. Mitchell,* Timothy R. Ward, Yongsheng Chen, Yunxia Wang, S. Ananda Weerawarna, Peter W. Dibble, Michael J Marsella, Adah Almutairi, and Zhi-Qiang Wang; J. Am. Chem. Soc., 2003, 125, 2974-2988.
"Phenanthro[2,3-c]furan - A Stable Benzologue of Isobenzofuran with Greater Reactivity", Michelle Thibault, Laurie A. Pacarynuk, Taunia L. Closson and Peter W. Dibble*, Tetrahedron Lett, 2001, 42, 789-791.
"pi-Switches: Synthesis of Three-Way molecular Switches Based on the Dimethyldihydropyrene-Metacyclophanediene Valence Isomerization", Reginald H. Mitchell, Timothy R. Ward, Yunxia Wang and Peter W. Dibble, J. Am. Chem. Soc. 1999, 121, 2601-2602.
"Naphtho[1,2-c:5,6-c]difuran, a Stable Isobenzofuran Derivative", Daniel W. Yu, Kathryn E. Preuss, Paulette R. Cassis, Dontem Dejikhangsar and Peter W. Dibble, Tetrahedron Letters, 1996, 49, 8845-8848.
"Furans and Their Benzo Derivatives: Applications", Brian A. Keay and Peter W. Dibble, Comprehensive Heterocyclic Chemistry II, Volume 2, Chapter 8, pp. 395-436, Pergammon Press, Oxford, 1996.
"Steric and Electronic Effects in Imine/Hemiaminal Ring-Chain Tautomerism", Sean D. Derrick, Richard Boehme, Ken M. Wong, Frank Nemeth, Kelly Tanaka, Brian Rumberg, Richard A. Beekman and Peter W. Dibble, Tetrahedron, 1996, 52, 7679-7690.
"The Generation of Anthra [2,3-c]furan via Aromatic-Ring Homologation of Naphtho[2,3-c]furan", Noah P. W. Tu, Judy C. Yip and Peter W. Dibble, Synthesis, 1996, 77-81.
"Teraryls via Phenylenebis(isobenzofuran)s", Susan Leong-Neumann, Sean D. Derrick and Peter W. Dibble, Tetrahedron Lett. 1995, 36, 4181,
"High-pressure Intramolecular Diels-Alder Reactions of the Furan Diene", Brian A. Keay and Peter W. Dibble, Tetrahedron Lett. 1989, 30, 1045.
"The EI Mass Spectra of Isobenzofurans and Adducts Therefrom", Peter W. Dibble and Russell Rodrigo, Org. Mass. Spec. 1988, 30, 1045.
"1-Phenylisobenzofuran, 1-Phenylnaphtho[2,3-c]furan, 1-Phenylnaphtho[1,2-c]furans", James G. Smith, Deryn E. Fogg, Ian J. Munday, Richard E. Sandborn and Peter W. Dibble, J. Org. Chem. 1988, 53, 2942-2953.
"Polycyclic aromatic hydrocarbons via 1-(arylmethyl)isobenzo- and -naphtho[2,3-c]furans", James G. Smith, and Peter W. Dibble, J. Org. Chem., 2008, 53, 1841-1848.
"The preparation and reactions of naphtho[1,2-c]furan and naphtho[2,3-c]furan", James G. Smith, Richard E. Sandborn and Peter W. Dibble, J. Org. Chem. 1986, 51, 3762-3768.
"Ring-chain tautomerism of 1-hydroxyphthalans. An examination of structural effects", James G. Smith and Peter W. Dibble, Tetrahedron, 1984, 40, 1667-1672.
"Naphtho[1,2-c]furan and Naphtho[2,3-c]furan", James G. Smith and Peter W. Dibble, Chem. Comm., 1983, 1197.
"2-(Dimethoxymethyl)benzyl alcohol: a convenient isobenzofuran precursor", James G. Smith and Peter W. Dibble, J. Org. Chem., 1983, 48, 5361-5362.
Degrees
B.Sc. (Applied Chemistry, Hons.), University of Waterloo; PhD (Organic Chemistry), University of Waterloo
Research Interests
I specialize in methods of generating a class of highly reactive organic molecules known as "isobenzofurans". These molecules are interesting for their electronic properties and are also very useful for the preparation of a huge number of interesting compounds. I apply this work to the preparation of liquid crystals, carcinogens, anti-tumour agents and brightly coloured fluorescers. Some of the molecules I make are interesting for another reason. These molecules exist in two forms in solution, something that is called a ring-chain tautomerism. I am studying a wide variety of these molecules in an effort to determine how certain molecular structural components influence the reactivity of groups elsewhere in the molecule.
Research Areas
Molecular belts or cyclacenes
Molecular belts or cyclacenes
Isobenzofurans
Cyclophanes
Ring-chain tautomerism
Theoretically interesting molecules
Expertise
Ring-chain tautomerism
Polycyclic aromatic hydrocarbons
Cyclophanes
Isobenzofurans
Applied organic spectroscopy
Organic Synthesis