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Collect. Czech. Chem. Commun. 1972, 37, 1520-1532
https://doi.org/10.1135/cccc19721520

Organic light-sensitive compounds. III. Pyrylium salt sensitizers in light-sensitive polymers

A. Mistr, M. Vávra, J. Skoupý and R. Zahradník

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  • Fischer Gerhard W., Zimmermann Thomas: Isolierbare 2-Dialkylamino-2H-thiopyrane aus 2,4,6-Triaryl-thiopyryliumsalzen. Z. Chem. 2010, 23, 144. <https://doi.org/10.1002/zfch.19830230413>
  • Burov A. M., Pchelintseva N. V., Fedotova O. V.: Electronic absorption spectra of pyrylium and benzodihydrochromenylium salts. Chem Heterocycl Comp 2008, 44, 924. <https://doi.org/10.1007/s10593-008-0134-1>
  • Zimmermann Thomas, Krautscheid Harald: Ring transformations of heterocyclic compounds.XXV. Phenanthrene aldehyde imines via ring transformation of pyrylium salts with methylenedihydroisoquinolines-A novel access to the phenanthrene skeleton. Journal of Heterocyclic Chemistry 2007, 44, 1029. <https://doi.org/10.1002/jhet.5570440509>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.XXIV. 1′,2′,5′,6′-Tetrahydro-4′H-spiro[cyclohexa-2,4-diene-1,2′-pyrrolo[3,2,1-ij]quinoline] and 1,2,4,5,6,7-hexahydrospiro[azepino[3,2,1-hi]indole-2,1′-cyclohexa[2,4]diene] - Two new spiro[cyclohexadiene-azaheterocycles] easily accessible by pyrylium ring transformation. Journal of Heterocyclic Chemistry 2004, 41, 691. <https://doi.org/10.1002/jhet.5570410506>
  • Zimmermann Thomas, Brede Ortwin: Ring transformations of heterocyclic compounds.XXIII. The UV irradiation product of photochromic 2,4,6-triaryl-1-(spiro[2H-l-benzopyran-2,2′-indoline]-6-yl)pyridinium salts - A phenolate betaine or a pyridinium substituted merocyanine dye?. Journal of Heterocyclic Chemistry 2003, 40, 611. <https://doi.org/10.1002/jhet.5570400409>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.XXI. Diastereoselective built-up of an aroylcyclohexadiene moiety as second spiro-connected ring at spiroindolines by pyrylium ring transformation. Journal of Heterocyclic Chemistry 2002, 39, 255. <https://doi.org/10.1002/jhet.5570390202>
  • Zimmermann Thomas, Hennig Lothar: Ring transformations of heterocyclic compounds.XXII. Pyrido[1,2-a]indolium salts from 2-methyl-3H-indoles by pyrylium mediated three carbon annelation. Journal of Heterocyclic Chemistry 2002, 39, 263. <https://doi.org/10.1002/jhet.5570390203>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.XXBenzo-fused spiro[cyclohexadiene-dihydroindoles] by ring transformation of pyrylium salts with anhydrobases of benzo[e]- and benzo[g]indolium salts. Journal of Heterocyclic Chemistry 2000, 37, 885. <https://doi.org/10.1002/jhet.5570370435>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds. XVII, 2-(2,4,6-Triarylphenyl) substituted dihydro-1H-imidazolium, dihydrothiazolium and thiazolium salts from 2-methyl derivatives by pyrylium and thiopyrylium ring transformations. Journal of Heterocyclic Chemistry 1999, 36, 813. <https://doi.org/10.1002/jhet.5570360339>
  • Zimmermann Thomas, Abram Ulrich: Ring transformations of heterocyclic compounds. XVIII . Spiro[cyclohexadiene-indolines] with three stereocenters from pyrylium salts and chiral methyleneindolines - an example of a high diastereoselective ring transformation. Journal of Heterocyclic Chemistry 1999, 36, 1223. <https://doi.org/10.1002/jhet.5570360518>
  • Zimmermann Thomas, Abram Ulrich, Schmidt Klaus: Ring transformations of heterocyclic compounds.XVI. Spiro[cyclohexadiene-dihydroacridines]. A novel class of spirodihydroacridines by ring transformation of pyrylium salts with 9-methylacridine and its quaternary salts. Journal of Heterocyclic Chemistry 1998, 35, 787. <https://doi.org/10.1002/jhet.5570350403>
  • Galindo Francisco, Miranda Miguel A.: Pyrylium and thiopyrylium salts as electron transfer photosensitizers for the [27π+27π] cyclodimerization of poly (vinyl cinnamate) in solution. Journal of Photochemistry and Photobiology A: Chemistry 1998, 113, 155. <https://doi.org/10.1016/S1010-6030(97)00330-4>
  • Manoj N., Gopidas K.R.: Structure-photophysics correlation in a series of 2,6-dimethyl-4-arylpyrylium derivatives. Chemical Physics Letters 1997, 267, 567. <https://doi.org/10.1016/S0009-2614(97)00140-1>
  • Manoj N., Ajit Kumar R., Gopidas K.R.: Photophysical and electron transfer studies of a few 2,6-dimethyl-4-(alkylphenyl)pyrylium and thiopyrylium derivatives. Journal of Photochemistry and Photobiology A: Chemistry 1997, 109, 109. <https://doi.org/10.1016/S1010-6030(97)00112-3>
  • Zimmermann Thomas, Schmidt Klaus: Ring transformations of heterocyclic compounds.XIII. Bis(2,4,6-triarylphenyl) substituted bispyridinium salts from methyl derivatives by double pyrylium and thiopyrylium ring transformations. Journal of Heterocyclic Chemistry 1996, 33, 783. <https://doi.org/10.1002/jhet.5570330342>
  • Zimmermann Thomas, Abram Ulrich, Schmidt Klaus: Ring transformations of heterocyclic compounds.XV.N-(2-hydroxyphenyl) substituted 2-alkylamino-4,6-diarylbenzophenones by ring transformation of 2,4,6-triarylpyrylium salts with anhydrobases of benzoxazolium salts. Journal of Heterocyclic Chemistry 1996, 33, 1679. <https://doi.org/10.1002/jhet.5570330621>
  • Zimmermann Thomas, Schmidt Klaus: Ring transformations of heterocyclic compounds.XIV. Ring transformations of pyrylium and thiopyrylium salts with anhydro-bases derived from 1H-benzimidazolium and benzothiazolium salts: An easy access to 2-(2,4,6-triarylphenyl) 1H-benzimidazolium and benzothiazolium derivatives. Journal of Heterocyclic Chemistry 1996, 33, 1717. <https://doi.org/10.1002/jhet.5570330628>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.X. A simple method for the conversion of methyl substituted pyridinium salts into 2,4,6-triarylphenyl derivatives: The first (thio)pyrylium ring transformations with heterocyclic anhydrobases as carbon nucleophiles. Journal of Heterocyclic Chemistry 1995, 32, 563. <https://doi.org/10.1002/jhet.5570320232>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.XI. 2,4,6-triarylphenylquinolinium salts from methyl substituted derivativesvia(thio)pyrylium ring transformations. Journal of Heterocyclic Chemistry 1995, 32, 991. <https://doi.org/10.1002/jhet.5570320353>
  • Zimmermann T., Pink Maren: Ringtransformationen heterocyclischer Verbindungen. XII. Neuartige Spiroindoline via Ringtransformation von 2,4,6-Triaryl-pyryliumsalzen mit 2-Methylen-indolinen. J. Prakt. Chem. 1995, 337, 368. <https://doi.org/10.1002/prac.19953370179>
  • Zimmermann Thomas: Ring transformations of heterocyclic compounds.IX. Trifluoromethyl Substituted 2-Amino-3,4,6-triarylbenzophenones by Ring Transformation of 2,4,6-Triarylpyrylium Salts with Trifluoromethylbenzyl Cyanides. Journal of Heterocyclic Chemistry 1994, 31, 277. <https://doi.org/10.1002/jhet.5570310203>
  • Zimmermann T.: Ringtransformationen heterocyclischer Verbindungen. VII. 2,4,5-Triaryl-benzophenone aus 2,4,6-Triaryl-pyryliumsalzen und Arylacetaldehyden: Erste Pyryliumringtransformationen mit Aldehyden als Kohlenstoffnucleophile. J. Prakt. Chem. 1994, 336, 303. <https://doi.org/10.1002/prac.19943360405>
  • Zimmermann Thomas, Pink Maren: Ringtransformationen heterocyclischer Verbindungen, VI. 3-Nitrobenzonitrile aus 2,4,6-Triarylpyryliumsalzen und Nitroacetonitril. Liebigs Ann. Chem. 1993, 1993, 1145. <https://doi.org/10.1002/jlac.1993199301183>
  • Zimmermann T.: Ringtransformationen heterocyclischer Verbindungen. IV [1] 3-Pyridylsubstituierte 2-Amino-benzophenone durch Ringtransformation von 2,4,6-Triaryl-pyryliumsalzen mit Pyridylacetonitrilen. J. Prakt. Chem. 1993, 335, 644. <https://doi.org/10.1002/prac.19933350713>
  • Zimmermann T.: Ringtransformationen heterocyclischer Verbindungen. V. [1] Pyrido[1,2-a]benzimidazol-4-carbonitrile via Ringtransformation von 2,4,6-Triaryl-pyryliumsalzen mit Benzimidazol-2-yl-acetonitril. J. Prakt. Chem. 1993, 335, 717. <https://doi.org/10.1002/prac.19933350814>
  • Zimmermann T., Fischer G. W., Olk B.: Pyryliumverbindungen. 45 [1]. 4-Aroyl-fluorene aus 2,4,6-Triaryl-pyryliumsalzen und Indan-1-on via 2-(5-Oxo-pent-2-en-1-yliden)-indan-1-one. J. Prakt. Chem. 1991, 333, 717. <https://doi.org/10.1002/prac.19913330506>
  • Zimmermann T., Fischer G. W., Olk B.: Pyryliumverbindungen. 46. 4-Aroyl-fluoren-9-one durch Ringtransformation von 2,4,6-Triaryl-pyryliumsalzen mit Indan-1,3-dion. J. Prakt. Chem. 1991, 333, 727. <https://doi.org/10.1002/prac.19913330507>
  • Zimmermann T., Fischer G. W., Kutschabsky L.: Pyryliumverbindungen. 41. 7aH-Cyclopenta[b]pyran-7-one durch Ringtransformation von 2,4,6-Triaryl-pyryliumsalzen mit acyclischen 1,2-Diketonen. J. Prakt. Chem. 1989, 331, 293. <https://doi.org/10.1002/prac.19893310216>
  • Zimmermann T., Fischer G. W., Olk B., Findeisen M.: Pyryliumverbindungen. 42. Benzocycloalkenone und Dihydro-2H,7H-1-benzopyranone aus 2,4,6-Triaryl-pyryliumsalzen und Cycloalkan-1,2-dionen. J. Prakt. Chem. 1989, 331, 306. <https://doi.org/10.1002/prac.19893310217>
  • Zimmermann T., Fischer G. W., Teller J., Dehne H., Olk B.: Pyryliumverbindungen. 43 [1]. Arylsubstituierte 5-(2-Dialkylamino-thiazol-5-yl)-pentadienone aus 2,4,6-Triaryl-pyryliumsalzen und 2-Dialkylamino-4-arylthiazolen. J. Prakt. Chem. 1989, 331, 843. <https://doi.org/10.1002/prac.19893310519>
  • Zimmermann T., Fischer G. W., Olk B.: Pyryliumverbindungen. 44 [1]. 2-(2-Hydroxy-3-oxo-cycloalk-1-enyl)-2H-thiopyrane aus 2,4,6-Triaryl-thiopyryliumsalzen und Cycloalkan-1,2-dionen. J. Prakt. Chem. 1989, 331, 853. <https://doi.org/10.1002/prac.19893310520>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 38. Zur Ringtransformation von 2,4,6-Triaryl-thiopyryliumsalzen mit Essigsäureanhydrid zu Arylbenzenen und Thiobenzophenonen. J. Prakt. Chem. 1988, 330, 35. <https://doi.org/10.1002/prac.19883300108>
  • Novikov V. N., Tymyanskii Ya. R., Feigel'man V. M., Knyazhanskii M. I.: Synthesis and spectral properties of furyl-substituted pyridines and pyrylium and pyridinium salts. Chem Heterocycl Compd 1988, 24, 1091. <https://doi.org/10.1007/BF00475680>
  • Knyazhanskii M. I., Tymyanskii Ya. R., Feigel'man V. M.: On the paper by A. F. Korunova, I. P. Krainov, and E. G. Protsenko, ?Electronic structure and spectral luminescent properties of 1,2,4,6-tetrasubstituted pyridinium salts?. Theor Exp Chem 1988, 23, 478. <https://doi.org/10.1007/BF00536375>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 36. Substituierte Benzoes�ureester aus 2,4,6-Triaryl-pyryliumsalzen und ?-Ketocarbons�ureestern. J. Prakt. Chem. 1987, 329, 499. <https://doi.org/10.1002/prac.19873290317>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 37. Arylbenzene aus 2,4,6-Triaryl-pyryliumsalzen und Carbonsäureanhydriden. J. Prakt. Chem. 1987, 329, 975. <https://doi.org/10.1002/prac.19873290605>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 32 [1]. 2-Methoxy-2H-thiopyrane aus 2,4,6-Triaryl-thiopyryliumsalzen. J. Prakt. Chem. 1986, 328, 373. <https://doi.org/10.1002/prac.19863280311>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 33 [1] 2-Dialkylamino-2H-thiopyrane aus 2,4,6-Triaryl-thiopyryliumsalzen. J. Prakt. Chem. 1986, 328, 567. <https://doi.org/10.1002/prac.19863280416>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. 34 [1] 2-Acetonyl-2H-thiopyrane aus 2,4,6-Triaryl-thiopyryliumsalzen. J. Prakt. Chem. 1986, 328, 573. <https://doi.org/10.1002/prac.19863280417>
  • Ten G. N., Kovalev I. F., Bazov V. P., Kharchenko V. G.: Spectral-luminescent properties of certain pyrylium and thiopyrylium salts. J Appl Spectrosc 1986, 45, 949. <https://doi.org/10.1007/BF00663518>
  • Fischer Gerhard W., Zimmermann Thomas: Pyryliumverbindungen, XXVI. Vergleichende UV/Vis-spektroskopische Untersuchungen an 3-Methyl-2,4,6-triaryl-pyrylium-perchloraten. J. Prakt. Chem. 1985, 327, 151. <https://doi.org/10.1002/prac.19853270122>
  • Zimmermann Thomas, Fischer Gerhard W.: Pyryliumverbindungen. XXIX [1] Substituierte Benzophenone aus 2,4,6-Triaryl-pyryliumsalzen und Methyl(en)ketonen. J. Prakt. Chem. 1985, 327, 775. <https://doi.org/10.1002/prac.19853270510>
  • Klimenko S. K., Evtushenko I. Ya., Pronin A. F., Stolbova T. V., Kharchenko V. G.: Electronic spectra of 5,6-polymethylenethiapyrylium salts and certain oxygen analogs. Chem Heterocycl Compd 1985, 21, 161. <https://doi.org/10.1007/BF00504200>
  • Pozharskii A. F.: Heteroaromaticity (review). Chem Heterocycl Compd 1985, 21, 717. <https://doi.org/10.1007/BF00519137>
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  • MISTR A., VAVRA M., SKOUPY J., ZAHRADNIK R.: ChemInform Abstract: LICHTEMPFINDLICHE ORGANISCHE VERBINDUNGEN 3. MITT. PYRYLIUMSALZE ALS SENSIBILISATOREN IN LICHTEMPFINDLICHEN POLYMEREN. Chemischer Informationsdienst 1972, 3, no. <https://doi.org/10.1002/chin.197234283>