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Journal articles on the topic 'Photochemistry. Cyclopropane'

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Published: 4 June 2021

Last updated: 13 February 2022

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1

ZIMMERMAN, H. E. "ChemInform Abstract: Cyclopropane Photochemistry." ChemInform 28, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.199708307.

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2

Engel, Paul S., and Wen Xue Wu. "Photochemistry of [(trifluoromethyl)azo]cyclopropane: a reinvestigation." Journal of Organic Chemistry 55, no. 5 (1990): 1503–5. http://dx.doi.org/10.1021/jo00292a024.

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3

Carson, Philip A., and Paul de Mayo. "Surface photochemistry: Semiconductor mediated reactions of some 1,2-diarylcyclopropanes." Canadian Journal of Chemistry 65, no. 5 (1987): 976–79. http://dx.doi.org/10.1139/v87-166.

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1,2-Diphenylcyclopropane (1) was found to be oxidized on illuminated ZnO in the presence of air while 1-(p-methoxyphenyl)-2-phenylcyclopropane (2) and 1,2-bis(p-methoxyphenyl)cyclopropane (3) were found to be similarly oxidized on illuminated CdS. Compounds 2 and 3 were found, also, to undergo a rapid photochemical cis-trans isomerization on CdS whereas 1 did not undergo such isomerization. An electron transfer mechanism involving formation of the radical cations of the substrates is proposed.

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4

Altundas, Ramazan, and Metin Balci. "The Di-p-methane Photorearrangement of 2,3-Disubstituted Benzobarrelenes: the Effect of Substituents of Opposite Polarity on the Regioselectivity." Australian Journal of Chemistry 50, no. 8 (1997): 787. http://dx.doi.org/10.1071/c97047.

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The solution phase photochemistry of benzobarrelene derivatives (8) and (11), containing electron-donating and electron-withdrawing substituents, has been studied. The structures of the photoproducts (16)/(20) and (17)/(21) indicate clearly that vinyl-vinyl nitrile (aldehyde) bridging is not operating. The formation of these products is discussed in terms of the stabilizing effect of the substituents on the radical and the destabilizing effect on the formation of the cyclopropane ring.

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5

KATAGI, Toshiyuki, Yasuo KIKUZONO, Nobuyoshi MIKAMI, Tadashi MATSUDA, and Junshi MIYAMOTO. "A Theoretical Approach to Photochemistry of Pyrethroids Possessing the Cyclopropane Ring." Journal of Pesticide Science 13, no. 1 (1988): 129–32. http://dx.doi.org/10.1584/jpestics.13.129.

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6

Herbertz, Torsten, and Heinz D. Roth. "Electron Transfer Photochemistry of Homochrysanthemol: Intramolecular Nucleophilic Attack on the Cyclopropane Ring." Journal of Organic Chemistry 64, no. 10 (1999): 3708–13. http://dx.doi.org/10.1021/jo9903048.

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7

FANG, WEI-HAI, та DAVID LEE PHILLIPS. "PHOTOCHEMISTRY OF BUTYROPHENONE AND ITS α-SUBSTITUTED DERIVATIVE: A THEORETICAL EXAMINATION OF A NEW PHOTOCHEMICAL ROUTE TO CYCLOPROPANE GROUP FORMATION". Journal of Theoretical and Computational Chemistry 02, № 01 (2003): 23–31. http://dx.doi.org/10.1142/s0219633603000355.

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The potential energy surfaces of dissociations and isomerizations for butyrophenone and its α-substituted derivative in low-lying electronic states have been studied with use of the CASSCF and DFT methods. A three-surface (S1, T1 and T2) intersection was found in the present work and this plays an important role in the S1 → T1 process for butyrophenone and related aromatic carbonyl compounds. Examination of these results provides some new insights into the mechanistic photochemistry of aromatic ketones. The most probable mechanism leading to formation of a cyclopropane moiety was obtained on t

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8

Kline, Ellen S., Robert H. Hauge, Zakya H. Kafafi, and John L. Margrave. "Nickel and cyclopropane reactions and photochemistry using matrix-isolation Fourier-transform IR spectroscopy. Nickelacyclobutane synthesis and photofragmentation." Organometallics 7, no. 7 (1988): 1512–16. http://dx.doi.org/10.1021/om00097a010.

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9

Demuth, Martin, Bernhard Wietfeld, Bipin Pandey, and Kurt Schaffner. "Photochemistry of 1-Methoxybicyclo[2.2.2] octenones; Photolytic Cyclopropane Cleavage of the Initially Formed Tricyclo [3.3.0.02,8]octan-3-ones." Angewandte Chemie International Edition in English 24, no. 9 (1985): 763–64. http://dx.doi.org/10.1002/anie.198507631.

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10

Bischofberger, Norbert, Bruno Frei, and Oskar Jeger. "Photochemical reactions. 146th communication. Photochemistry of conjugated methano-epoxydienes: Participation of the neighboring cyclopropane ring in product formationvia carbonyl ylide and carbene intermediates." Helvetica Chimica Acta 68, no. 6 (1985): 1583–91. http://dx.doi.org/10.1002/hlca.19850680610.

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11

Padwa, Albert, Keith E. Krumpe, Lenny W. Terry, and M. Woods Wannamaker. "Photochemistry of cyclopropene derivatives. 34. Photocycloaddition reactions of 2-alkenyl-substituted cyclopropenes." Journal of Organic Chemistry 54, no. 7 (1989): 1635–42. http://dx.doi.org/10.1021/jo00268a026.

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12

Armesto, Diego, Mar G. Gallego та William M. Horspool. "Photochemistry of β,γ-unsaturated oxime acetates. Aza-di-π-methane reactivity of functionalised all-aliphatic systems. A photochemical approach to pyrethrin-like cyclopropane derivatives". Tetrahedron 46, № 17 (1990): 6185–92. http://dx.doi.org/10.1016/s0040-4020(01)87940-0.

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13

Fahie, Brian J., and William J. Leigh. "The far-ultraviolet photochemistry of alkylcyclopropenes in solution." Canadian Journal of Chemistry 67, no. 11 (1989): 1859–67. http://dx.doi.org/10.1139/v89-289.

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The photochemistry of 1,3,3-trimethylcyclopropene and 1-tert-butyl-3,3-dimethylcyclopropene has been investigated in hydrocarbon, methanol, and 1-hexene solution with far-ultraviolet (185–228 nm) light. Direct photolysis of the two compounds affords allene, alkyne, and 1,3-diene derivatives, formally as a result of initial bond cleavage to yield vinylcarbene intermediates. Products derived from cleavage of the most substituted (C1—C3) cyclopropene bond account for 60–80% of the observed mixture in each case. Results from the photolysis of 1,3,3-trimethylcyclopropene-1-13C suggest a second path

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14

Padwa, Albert, Chuen S. Chou, Robert J. Rosenthal, and Lenny W. Terry. "Photochemistry of cyclopropene derivatives. Intramolecular hydrogen transfer reaction of some 1-(alkyl-substituted)cyclopropenes." Journal of Organic Chemistry 53, no. 18 (1988): 4193–201. http://dx.doi.org/10.1021/jo00253a008.

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15

Mizuno, Kazuhiko, Nobuyuki Ichinose, and Yasuharu Yoshimi. "Photochemistry of cyclopropanes, methylenecyclopropanes, and vinylidenecyclopropanes." Journal of Photochemistry and Photobiology C: Photochemistry Reviews 1, no. 2 (2000): 167–93. http://dx.doi.org/10.1016/s1389-5567(00)00011-3.

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16

Zimmerman, Howard E. "Triplet Photochemistry of Vinyl Cyclopropenes: Mechanistic and Exploratory Organic Photochemistry(1, 2)." Journal of Organic Chemistry 74, no. 3 (2009): 1247–51. http://dx.doi.org/10.1021/jo802313r.

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17

Zimmerman, Howard E., and David W. Wilson. "Singlet Photochemistry of Vinyl Cyclopropenes: Regioselectivity and Mechanism; Mechanistic and Exploratory Organic Photochemistry." Journal of Organic Chemistry 60, no. 3 (1995): 692–97. http://dx.doi.org/10.1021/jo00108a036.

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18

Adam, Waldemar, Thomas Oppenlaender, and Gerald Zang. "Photochemistry of the azoalkanes 2,3-diazabicyclo[2.2.1]hept-2-ene and spiro[cyclopropane-7,1'-[2,3]-diazabicyclo[2.2.1]hept-2-ene]: on the questions of one-bond vs. two-bond cleavage during the denitrogenation, cyclization vs. rearrangement of the 1,3-diradicals and double inversion." Journal of Organic Chemistry 50, no. 18 (1985): 3303–12. http://dx.doi.org/10.1021/jo00218a012.

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19

Jones, R., S. J. Rettig, J. R. Scheffer, J. Trotter, and J. Yang. "Structures and photochemistry of 1,5-disubstituted dibenzobarrelenes." Acta Crystallographica Section B Structural Science 52, no. 1 (1996): 151–58. http://dx.doi.org/10.1107/s0108768195005854.

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The effect of 1,5-disubstitution on the photochemistry of 9,10-ethenoanthracene-11,12-diesters has been studied and correlated with the crystal structures determined for several derivatives; photoproduct structures have been established from a crystal structure analysis of one of the products and from NMR correlations. The crystals studied are: (1)-Cl, dimethyl 1,5-dichloro-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylate, C20H14Cl2O4, P21/n; (1)-CN, 1,5-dicyano derivative, C22H14N2O4, P21/n; (1)-CN.0.5p-xylene, C22H14N2O4.0.5C8H10, P21/c; (1)-CN.xxylene, C22H14N2O4.xC8H10, P21/n; (1)-OM

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20

Adam, Waldemar, Sven Grabowski, and Frank Scherhag. "UV-laser photochemistry: Generation of the triplet spiro[2.6]nona-4,7-diyl diradical by nitrogen extrusion from the azoalkane 6,7-diazaspiro[bicyclo (3.2.2)non-6-ene-2,1′-cyclopropane]. Conformational influence on the lifetime of a 1,4-cycloheptadiyl as determined by the cyclopropylcarbinyl “free radical clock”." Tetrahedron Letters 29, no. 44 (1988): 5637–40. http://dx.doi.org/10.1016/s0040-4039(00)80832-1.

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21

Hardikar, Tarini S., MacKenzie A. Warren, and Dasan M. Thamattoor. "Photochemistry of 1-(propan-2-ylidene)-1a,9b-dihydro-1H-cyclopropa[l]phenanthrene." Tetrahedron Letters 56, no. 48 (2015): 6751–53. http://dx.doi.org/10.1016/j.tetlet.2015.10.064.

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22

Brouwer, A. M., and H. J. C. Jacobs. "Photoreactions of (E)- and (Z)-2,5-dimethylhexatriene formation of a cyclopropene derivative: A novel reaction in triene photochemistry." Tetrahedron Letters 27, no. 12 (1986): 1395–98. http://dx.doi.org/10.1016/s0040-4039(00)84268-9.

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23

Zimmerman, Howard E., and Charles W. Wright. "Triplet photochemistry of acyl and imino cyclopropenes. 164. A rearrangement to afford furans and pyrroles: reaction and mechanisms." Journal of the American Chemical Society 114, no. 17 (1992): 6603–13. http://dx.doi.org/10.1021/ja00043a001.

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24

ZIMMERMAN, H. E., and C. W. WRIGHT. "ChemInform Abstract: Photochemistry. Part 162. A New Photochemical Reaction and Its Mechanism: Rearrangement of Acyl and Imino Cyclopropenes." ChemInform 23, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.199217064.

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25

ZIMMERMAN, H. E., and C. W. WRIGHT. "ChemInform Abstract: Triplet Photochemistry of Acyl and Imino Cyclopropenes. Part 164. A Rearrangement to Afford Furans and Pyrroles: Reaction and Mechanism." ChemInform 23, no. 49 (2010): no. http://dx.doi.org/10.1002/chin.199249078.

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26

Shiraki, Saori, Cortnie S. Vogelsberg, and Miguel A. Garcia-Garibay. "Solid-state photochemistry of crystalline pyrazolines: reliable generation and reactivity control of 1,3-biradicals and their potential for the green chemistry synthesis of substituted cyclopropanes." Photochemical & Photobiological Sciences 11, no. 12 (2012): 1929. http://dx.doi.org/10.1039/c2pp25263e.

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27

PADWA, A., and G. D. KENNEDY. "ChemInform Abstract: CYCLOPROPANE PHOTOCHEMISTRY. 27. CYCLOADDITION REACTIONS OF STRAINED RING SYSTEMS. PHOTOCHEMISTRY OF 1-PHENYL-2-CARBOMETHOXY-3,3-DIMETHYLCYCLOPROPENE." Chemischer Informationsdienst 16, no. 16 (1985). http://dx.doi.org/10.1002/chin.198516176.

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28

KUMAGAI, T., T. SEGAWA, Z. ENDO та T. MAKAI. "ChemInform Abstract: Organic Photochemistry. Part 78. Photoreaction of α-Phenylcrotononitrile Derivatives: The Facile Cyclopropane Ring Formation." ChemInform 18, № 25 (1987). http://dx.doi.org/10.1002/chin.198725080.

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29

KLINE, E. S., R. H. HAUGE, Z. H. KAFAFI, and J. L. MARGRAVE. "ChemInform Abstract: Nickel and Cyclopropane Reactions and Photochemistry Using Matrix-Isolation FTIR Spectroscopy. Nickelacyclobutane Synthesis and Photofragmentation." ChemInform 19, no. 46 (1988). http://dx.doi.org/10.1002/chin.198846270.

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30

DEMUTH, M., B. WIETFELD, B. PANDEY, and K. SCHAFFNER. "ChemInform Abstract: Photochemistry of 1-Methoxybicyclo[2.2.2]octenones; Photolytic Cyclopropane Cleavage of the Initially Formed Tricyclo[3.3.0.02,8]octan-3-ones." Chemischer Informationsdienst 17, no. 4 (1986). http://dx.doi.org/10.1002/chin.198604073.

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31

ADAM, W., T. OPPENLAENDER, and G. ZANG. "ChemInform Abstract: Photochemistry of the Azoalkanes 2,3-Diazabicyclo[2.2.1]hept-2-ene and Spiro[cyclopropane-1,7′-[2,3]diazabicyclo[2.2.1]hept-2-ene]." Chemischer Informationsdienst 17, no. 1 (1986). http://dx.doi.org/10.1002/chin.198601091.

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32

BISCHOFBERGER, N., B. FREI, and O. JEGER. "ChemInform Abstract: PHOTOCHEMICAL REACTIONS. 146. PHOTOCHEMISTRY OF CONJUGATED METHANO EPOXY DIENES. PARTICIPATION OF THE NEIGHBORING CYCLOPROPANE RING IN PRODUCT FORMATION VIA CARBONYL YLIDE AND CARBENE INTERMEDIATES." Chemischer Informationsdienst 16, no. 50 (1985). http://dx.doi.org/10.1002/chin.198550076.

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33

ARMESTO, D., M. G. GALLEGO та W. M. HORSPOOL. "ChemInform Abstract: Photochemistry of β,γ-Unsaturated Oxime Acetates. Aza-di-π-methane Reactivity of Functionalized All-Aliphatic Systems. A Photochemical Approach to Pyrethrin-Like Cyclopropane Derivatives." ChemInform 21, № 50 (1990). http://dx.doi.org/10.1002/chin.199050122.

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34

PADWA, A., K. E. KRUMPE, L. W. TERRY, and M. W. WANNAMAKER. "ChemInform Abstract: Photochemistry of Cyclopropene Derivatives. Part 34. Photocycloaddition Reactions of 2-Alkenyl-Substituted Cyclopropenes." ChemInform 20, no. 43 (1989). http://dx.doi.org/10.1002/chin.198943065.

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35

PADWA, A., C. S. CHOU, R. J. ROSENTHAL, and L. W. TERRY. "ChemInform Abstract: Photochemistry of Cyclopropene Derivatives. Intramolecular Hydrogen Transfer Reaction of Some 1-(Alkyl-Substituted) Cyclopropenes." ChemInform 20, no. 5 (1989). http://dx.doi.org/10.1002/chin.198905098.

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36

BROUWER, A. M., and H. J. C. JACOBS. "ChemInform Abstract: Photoreaction of (E)- and (Z)-2,5-Dimethylhexatriene Formation of a Cyclopropene Derivative: A Novel Reaction in Triene Photochemistry." Chemischer Informationsdienst 17, no. 31 (1986). http://dx.doi.org/10.1002/chin.198631139.

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