dc.contributor.author | Nicolaïdes, Andrew N. | en |
dc.contributor.author | Matsushita, Takashi | en |
dc.contributor.author | Yonezawa, K. | en |
dc.contributor.author | Sawai, S. | en |
dc.contributor.author | Tomioka, H. | en |
dc.contributor.author | Stracener, L. L. | en |
dc.contributor.author | Hodges, J. A. | en |
dc.contributor.author | McMahon, R. J. | en |
dc.creator | Nicolaïdes, Andrew N. | en |
dc.creator | Matsushita, Takashi | en |
dc.creator | Yonezawa, K. | en |
dc.creator | Sawai, S. | en |
dc.creator | Tomioka, H. | en |
dc.creator | Stracener, L. L. | en |
dc.creator | Hodges, J. A. | en |
dc.creator | McMahon, R. J. | en |
dc.date.accessioned | 2019-11-21T06:21:42Z | |
dc.date.available | 2019-11-21T06:21:42Z | |
dc.date.issued | 2001 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55900 | |
dc.description.abstract | Ab initio and density functional theory calculations predict that benzocyclobutenylidene (1) has a singlet ground state in contrast to the parent phenylcarbene and many other simply substituted arylcarbenes. Calculations also predict that 1 should lie in a relatively deep potential well, while its triplet state is 14.5 kcal mol-1 higher in energy. However, attempts to observe 1 directly by photolysis of two different nitrogenous precursors were not successful. Irradiation of diazobenzocyclobutene (7) (λ > 534 nm or λ > 300 nm) or azibenzocyclobutene (10) (λ > 328 nm) in Ar matrixes at 10 K leads to the formation of the strained cycloalkyne 7-methylenecyclohepta-3,5-dien-1-yne (3). 13C-Labeled 3 was also prepared in a similar manner. There is very good agreement between experimental IR spectra and computationally derived harmonic vibrational frequencies for 3 and [13C]-3 and excellent agreement between observed and calculated isotopic shifts. Prolonged short-wavelength irradiation converts 3 into benzocyclobutadiene (5). Phenylacetylene (6) and benzocyclobutadiene dimer (11) were identified as products arising from flash vacuum pyrolysis of diazirine 10 at 500 °C. | en |
dc.source | Journal of the American Chemical Society | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-0034801403&doi=10.1021%2fja0039482&partnerID=40&md5=7b2e4447e19a21d85d5e2a1638a20af2 | |
dc.subject | article | en |
dc.subject | unclassified drug | en |
dc.subject | chemical analysis | en |
dc.subject | density | en |
dc.subject | calculation | en |
dc.subject | Irradiation | en |
dc.subject | Pyrolysis | en |
dc.subject | Infrared spectroscopy | en |
dc.subject | Photolysis | en |
dc.subject | Organic compounds | en |
dc.subject | Nitrogen compounds | en |
dc.subject | carbene | en |
dc.subject | Dimers | en |
dc.subject | benzocyclobutenylidene | en |
dc.subject | Harmonic vibrational frequencies | en |
dc.title | The elusive benzocyclobutenylidene: A combined computational and experimental attempt | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1021/ja0039482 | |
dc.description.volume | 123 | |
dc.description.issue | 12 | |
dc.description.startingpage | 2870 | |
dc.description.endingpage | 2876 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | <p>Cited By :16</p> | en |
dc.source.abbreviation | J.Am.Chem.Soc. | en |