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Search for "photochemistry" in Full Text gives 139 result(s) in Beilstein Journal of Organic Chemistry.

Photoinduced electron-transfer chemistry of the bielectrophoric N-phthaloyl derivatives of the amino acids tyrosine, histidine and tryptophan

  • Axel G. Griesbeck,
  • Jörg Neudörfl and
  • Alan de Kiff

Beilstein J. Org. Chem. 2011, 7, 518–524, doi:10.3762/bjoc.7.60

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  • Axel G. Griesbeck Jorg Neudorfl Alan de Kiff University of Cologne, Department of Chemistry, Organic Chemistry, Greinstr. 4, D-50939 Köln, Germany; Fax: +49(221)470 5057 10.3762/bjoc.7.60 Abstract The photochemistry of phthalimide derivatives of the electron-rich amino acids tyrosine, histidine
  • Norrish cleavage. The tryptophan derivative 10 is photochemically inert and shows preferential decarboxylation only when induced by intermolecular PET. Keywords: amino acids; decarboxylation; electron transfer; photochemistry; phthalimides; Introduction Phthalimides are versatile electron acceptors in
  • +, electronically excited phthalimides are potent electron acceptors [2]. The rich photochemistry of this chromophore has recently been reviewed [3][4]. Intramolecular hydrogen abstraction is an archetype process for electronically excited carbonyl groups (Norrish type II reaction). The 1,4-biradicals formed by γ
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Published 26 Apr 2011

Supramolecular FRET photocyclodimerization of anthracenecarboxylate with naphthalene-capped γ-cyclodextrin

  • Qian Wang,
  • Cheng Yang,
  • Gaku Fukuhara,
  • Tadashi Mori,
  • Yu Liu and
  • Yoshihisa Inoue

Beilstein J. Org. Chem. 2011, 7, 290–297, doi:10.3762/bjoc.7.38

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  • γ-cyclodextrin; FRET sensitization; photochirogenesis; photocyclodimerization; Introduction Chiral photochemistry, often characterized by low optical yields, remains a great challenge for chemists [1][2][3]. This situation reflects primarily the difficulty in efficiently transferring the
  • stereochemical information of the chiral source to the substrate in the electronically excited state. Thus, a supramolecular approach in chiral photochemistry could be a promising strategy for critically controlling the stereochemical outcome via intimate, long-lasting contacts with the photosubstrate through
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Published 07 Mar 2011

Effects of anion complexation on the photoreactivity of bisureido- and bisthioureido-substituted dibenzobarrelene derivatives

  • Heiko Ihmels and
  • Jia Luo

Beilstein J. Org. Chem. 2011, 7, 278–289, doi:10.3762/bjoc.7.37

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  • formation of the dibenzosemibullvalene with moderate stereoselectivity (68:32 er). In contrast, the thioureido derivative showed no such effect upon complexation of chiral anions. Keywords: dibenzobarrelenes; dibenzosemibullvalenes; di-π-methane rearrangement; supramolecular photochemistry; (thio)urea
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Published 04 Mar 2011

Photoinduced homolytic C–H activation in N-(4-homoadamantyl)phthalimide

  • Nikola Cindro,
  • Margareta Horvat,
  • Kata Mlinarić-Majerski,
  • Axel G. Griesbeck and
  • Nikola Basarić

Beilstein J. Org. Chem. 2011, 7, 270–277, doi:10.3762/bjoc.7.36

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  • for the abstraction. Keywords: homoadamantanes; photoinduced H-abstraction; phthalimides; Introduction Since the pioneering work of Ciamican and Paterno [1][2], the photochemistry of ketones has been intensively studied [3][4][5][6]. One important chemical pathway for the deactivation of ketones
  • type II reaction [18][19][20]. The photochemistry of phthalimide derivatives is often similar to that of simple ketones [21][22][23][24][25][26][27][28][29][30][31][32][33]. For example, phthalimide derivatives in the electronically excited state abstract H-atoms from alcohols to give reduction
  • (Scheme 1) [51]. The mechanism of the photoinduced domino reaction was investigated and it was found that it probably takes place from a higher excited triplet state or the singlet state [52]. Herein, we report the synthesis and photochemistry of a phthalimide derivative of homoadamantane 5. The research
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Published 02 Mar 2011

Photocycloaddition of aromatic and aliphatic aldehydes to isoxazoles: Cycloaddition reactivity and stability studies

  • Axel G. Griesbeck,
  • Marco Franke,
  • Jörg Neudörfl and
  • Hidehiro Kotaka

Beilstein J. Org. Chem. 2011, 7, 127–134, doi:10.3762/bjoc.7.18

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  • ; photochemistry; Introduction Photochemical [2 + 2] cycloadditions are among the most efficient photoreactions and are used in numerous synthetic applications due to the generation of highly reactive four-membered rings. An important example is the photocycloaddition of electronically excited carbonyl compounds
  • unstable. Photochemistry of the isoxazoles 7a–h: test reactions The isoxazoles 7a–e were irradiated in the presence of benzaldehyde or propionaldehyde as model compounds for aromatic and aliphatic carbonyl compounds, respectively, at λ = 300 nm in perdeuterated acetonitrile. 1H NMR studies showed that the
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Published 26 Jan 2011
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  • pyrrolidinium-annelated dibenzosemibullvalene may act as phase-transfer catalyst in alkylation reactions. Keywords: di-π-methane rearrangement; dibenzobarrelenes; dibenzosemibullvalenes; phase-transfer catalysis; photochemistry; polycylic compounds; Introduction The di-π-methane (DPM) rearrangement is among
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Published 26 Jan 2011

Photocycloadditions and photorearrangements

  • Axel G. Griesbeck

Beilstein J. Org. Chem. 2011, 7, 111–112, doi:10.3762/bjoc.7.15

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  • shifts are known from carbonyl photochemistry, di-π-methane and oxa-di-π-methane rearrangements are processes that can occur with a remarkable increase in molecular and stereochemical complexity, as can meta arene photocycloadditions. It was a great pleasure to act as the editor of this Thematic Series
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Published 26 Jan 2011

A new fluorescent chemosensor for fluoride anion based on a pyrrole–isoxazole derivative

  • Zhipei Yang,
  • Kai Zhang,
  • Fangbin Gong,
  • Shayu Li,
  • Jun Chen,
  • Jin Shi Ma,
  • Lyubov N. Sobenina,
  • Albina I. Mikhaleva,
  • Guoqiang Yang and
  • Boris A. Trofimov

Beilstein J. Org. Chem. 2011, 7, 46–52, doi:10.3762/bjoc.7.8

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  • Zhipei Yang Kai Zhang Fangbin Gong Shayu Li Jun Chen Jin Shi Ma Lyubov N. Sobenina Albina I. Mikhaleva Guoqiang Yang Boris A. Trofimov Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190
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Published 12 Jan 2011

Synthesis of spiroannulated and 3-arylated 1,2,4-trioxanes from mesitylol and methyl 4-hydroxytiglate by photooxygenation and peroxyacetalization

  • Axel G. Griesbeck,
  • Lars-Oliver Höinck and
  • Jörg M. Neudörfl

Beilstein J. Org. Chem. 2010, 6, No. 61, doi:10.3762/bjoc.6.61

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  • University of Cologne for a start-up grant. Biological testing was performed in South-Korea. AGG is recipient of the 2009 Honda-Fujishima award (Asian Photochemistry Association) for the antimalarial trioxane research.
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Published 07 Jun 2010

Anthracene functionalized terpyridines – synthesis and properties

  • Falk Wehmeier and
  • Jochen Mattay

Beilstein J. Org. Chem. 2010, 6, No. 54, doi:10.3762/bjoc.6.54

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  • (terpyridine)complexes 6a–b. Irradiation experiments were carried out with both the free ligands and an iron(II)-complex in order to investigate the photochemistry of the compounds. Keywords: anthracene; coordination chemistry; photochemistry; terpyridine; Introduction 2,2′:6′,2″-Terpyridines have been of
  • terpyridine derivatives in photochemistry, we focused our attention on the synthesis and studies of potentially photoswitchable terpyridine ligands. The synthesis of bisterpyridines linked by a diazogroup has been reported [7][8]. As well as the connection of terpyridines to spiropyran moieties [9] and
  • , and investigations regarding their photochemistry. Results and Discussion Synthesis of anthracene functionalized terpyridines We synthesized the terpyridine-4,4″-diacid 3, starting from methyl 2-acetylisonicotinate (1) and 4-tert-butylbenzaldehyde (2), by a one-pot combination of a Kröhnke type
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Published 27 May 2010
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  • photochemistry, we focused our attention on the synthesis and studies of photoswitchable terpyridine ligands. The synthesis of bisterpyridines linked by a diazogroup has been reported [7][8], as well as the connection of terpyridines to spiropyran moieties [9]. There have also been recent reports about
  • terpyridines linked to dithienylethenes [10][11]. Herein we report the synthesis of terpyridine functionalized diarylethenes based on perfluorocyclopentene, their photochemistry and investigations regarding the influence of transition metals. Results and Discussion Synthetic key steps The basic photochromic
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Published 26 May 2010

Synthesis of novel photochromic pyrans via palladium- mediated reactions

  • Christoph Böttcher,
  • Gehad Zeyat,
  • Saleh A. Ahmed,
  • Elisabeth Irran,
  • Thorben Cordes,
  • Cord Elsner,
  • Wolfgang Zinth and
  • Karola Rueck-Braun

Beilstein J. Org. Chem. 2009, 5, No. 25, doi:10.3762/bjoc.5.25

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  • starting material and product under the harsh reaction conditions. All attempts to use MeOH in THF under similar conditions failed to produce detectable amounts of the desired methyl ester. Photochemistry of benzopyrans: Compound 5a Photophysical properties of the novel pyrans are exemplified with compound
  • related systems [20]. The photochemistry of the investigated benzopyran 5a may be summarized as follows: as known from the literature [32], a very short-lived excited state is observed after photoexcitation into the S1-band, which decays on a time-scale < 1 ps. The molecule has reached the open form with
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Published 27 May 2009

Reversible intramolecular photocycloaddition of a bis(9-anthrylbutadienyl)paracyclophane – an inverse photochromic system. (Photoactive cyclophanes 5)

  • Henning Hopf,
  • Christian Beck,
  • Jean-Pierre Desvergne,
  • Henri Bouas-Laurent,
  • Peter G. Jones and
  • Ludger Ernst

Beilstein J. Org. Chem. 2009, 5, No. 20, doi:10.3762/bjoc.5.20

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  • photochemistry 3.1 Electronic absorption spectra The electronic absorption spectra of 2 in methylcyclohexane (MCH) and acetonitrile are represented in Figure 6. One notes that the lowest energy band (λmax = 400 nm with a tail down to 480 nm) is clearly red-shifted as compared to those of all the cinnamophane
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Published 07 May 2009

EcoScale, a semi- quantitative tool to select an organic preparation based on economical and ecological parameters

  • Koen Van Aken,
  • Lucjan Strekowski and
  • Luc Patiny

Beilstein J. Org. Chem. 2006, 2, No. 3, doi:10.1186/1860-5397-2-3

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  • , the application of unconventional techniques such as microwave irradiation, ultrasound or photochemistry, and the need for an inert atmosphere, especially in a glove box, downgrade the overall quality of the synthesis. 5. Temperature/time The reaction temperature and time are closely related. In an
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Published 03 Mar 2006
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