ChemInform Abstract: Efficient C—H/C—N and C—H/C—CO—N Conversion via Decatungstate‐Photoinduced Alkylation of Diisopropyl Azodicarboxylate.

Ryu, Ilhyong; Tani, Akihiro; Fukuyama, Takahide; Ravelli, Davide; Montanaro, Sara; Fagnoni, Maurizio

doi:10.1002/chin.201336071

Cited by 3 publications

(6 citation statements)

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“…In addition, there are two cases in the literature of lens systems that were originally identified as triples and then were later recognized to be binary lenses: MACHO-97-BLG-41 (Bennett et al 1999;Albrow et al 2000;Jung et al 2013;Ryu et al 2017) and OGLE-2013-BLG-0723 Han et al 2016). In both cases, the "additional" caustic that had been thought to be caused by an additional body (whose properties were then evaluated based on the abovementioned principle of superposition) was actually a minor-image caustic that had moved during the event due to the orbital motion of the binary.…”

Section: Introductionmentioning

confidence: 99%

“…Later, Jung et al (2013) combined these data sets and showed that the binary model was strongly favored. Subsequently, Ryu et al (2017) showed that the fundamental reason for the superiority of the binary model is that the orbtial-motion of the binary was already strongly present in the brief encounter of the source with the central caustic. In brief, triple lenses inhabit a wide range of parameter space, leading to considerably different levels of difficulty in analyzing them and disentangling them from binary lenses.…”

Section: Introductionmentioning

confidence: 99%

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OGLE-2016-BLG-0613LABb: A Microlensing Planet in a Binary System

Han

Udalski

Gould

et al. 2017

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We present the analysis of OGLE-2016-BLG-0613, for which the lensing light curve appears to be that of a typical binary-lens event with two caustic spikes but with a discontinuous feature on the trough between the spikes. We find that the discontinuous feature was produced by a planetary companion to the binary lens. We find four degenerate triplelens solution classes, each composed of a pair of solutions according to the well-known wide/close planetary degeneracy. One of these solution classes is excluded due to its relatively poor fit. For the remaining three pairs of solutions, the most-likely primary mass is about~ M M 0.7 1 , while the planet is a super Jupiter. In all cases, the system lies in the Galactic disk, about halfway toward the Galactic bulge. However, in one of these three solution classes, the secondary of the binary system is a low-mass brown dwarf, with relative mass ratios (1:0.03:0.003), while in the two others the masses of the binary components are comparable. These two possibilities can be distinguished in about 2024 when the measured lens-source relative proper motion will permit separate resolution of the lens and source.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

OGLE-2016-BLG-0613LABb: A Microlensing Planet in a Binary System

Han

Udalski

Gould

et al. 2017

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“…Window ledge chemistry was used for the smooth conversion of C−H to C−N bonds by radical addition onto azodicarboxylates. 43 Diisopropyl azodicarboxylate (DIAD, 15) was employed as radical trap in an atom-economical amination process (Scheme 7). The reactions worked to some extent even in the absence of the photocatalyst, but a dramatic acceleration took place in the presence of 2 mol % TBADT.…”

Section: Decatungstate Photocatalyzed Window-ledge Chemistrymentioning

confidence: 99%

“…The reactions worked to some extent even in the absence of the photocatalyst, but a dramatic acceleration took place in the presence of 2 mol % TBADT. 43 Typical cases are the photoaddition of cycloalkanes (e.g., cC 6 H 12 ) and THF to give derivatives 16 and 17. The functionalization of 1,3benzodioxole (compound 18) is another valuable reaction, since the methylenedioxy moiety is known to impart a marked biological activity to organic compounds, and actually this scaffold is present in many substances having antitumor, antibacterial, antioxidant, and insecticidal activity.…”

Section: Decatungstate Photocatalyzed Window-ledge Chemistrymentioning

confidence: 99%

Decatungstate Anion for Photocatalyzed “Window Ledge” Reactions

2016

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The majority of organic reactions are commonly carried out inside a lab, under a fume hood. A particular case is that of photochemical reactions, a field where the pioneering experiments by Giacomo Ciamician demonstrated more than one century ago that different processes can be carried out outdoors, for example, on the balcony of his own department, upon exposure of the reacting mixtures to sunlight. The main problem related to this chemistry of the "window ledge" is that most organic compounds are colorless and their absorption in the solar light region is in most cases negligible. Recently, the impressive development in the use of visible light absorbing photocatalysts (e.g., Ru or Ir complexes, as well as organic dyes) made light-induced processes convenient even for non-photochemistry practitioners. It is thus possible to easily perform the reactions by simply placing the reaction vessel in a sunny place outside the lab. However, most of these processes are based on single electron transfer (SET) reactions (photoredox catalysis). Other photocatalysts able to activate substrates via alternative paths, such as hydrogen atom transfer (HAT), are emerging. In the last years, we were deeply involved in the use of the decatungstate anion ([WO], a polyoxometalate) in synthesis. Indeed, such a versatile species is able to promote the photocatalytic C-H activation of organic compounds via either SET or HAT reactions. Interestingly, though the absorption spectrum of [WO] does not extend into the visible region, it shows an overlap with solar light emission. In this Account, we provide an overview on the application of decatungstate salts as photocatalysts in window ledge chemistry. We initially discuss the nature of the photogenerated species involved in the mechanism of action of the anion, also supported by theoretical simulations. The first-formed excited state of the decatungstate anion decays rapidly to the active species, a dark state tagged wO, featuring the presence of electron-deficient oxygen centers. Next, we describe the main applications of decatungstate chemistry. A significant part of this Account is devoted to photocatalyzed synthesis (C-X bond formation, with X = C, N, O, and oxidations) carried out by adopting sunlight (or simulated solar light). This synthetic approach is versatile, and most of the reactions involved C-H activation in cycloalkanes, alkylaromatics, amides, ethers (1,4-dioxane, oxetane, benzodioxole, and THF), aldehydes, nitriles, and cyclopentanones, and the ensuing addition of the resulting radicals onto electron-deficient olefins. Finally, the increasing role of the decatungstate anion in water depollution and polymerization is briefly discussed.

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“…Γζζζμπνμποθμ 1-(ηοηθμελακηαναμκοθμ)οδνάγζκμ-1,2-δζηαναμλοθζηό μλύ (24) 47 Άπνςιμ θάδζ (απυδμζδ 96%). 1 H NMR (CDCl 3 ) δ: 6.84 (1H, br s, NH), m,2 x OCH),m,CH),m,5 x CHH),m,5 x CHH and 4 x CH 3 ).…”

Section: Introductionunclassified

Ανάπτυξη Φωτοκαταλυτικών Μεθοδολογιών Για Τη Σύνθεση Βιοδραστικών Ενώσεων

Papadopoulos¹

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Η Φωτοκατάλυση αποτελεί ένα σύγχρονο και ταχέως αναπτυσσόμενο τομέα κατάλυσης. Ένα εξαιρετικά ευρύ φάσμα καταλυτικών δομών, οι οποίες βασίζονται σε μέταλλα, αλλά και σε οργανικά μόρια, έχει αναπτυχθεί, με στόχο την αύξηση της ταχύτητας αλλά και της πρακτικότητας σημαντικών χημικών μετασχηματισμών. Το Εργαστήριο Οργανικής Χημείας του Εθνικού και Καποδιστριακού Πανεπιστημίου Αθηνών, ύστερα από μια σειρά μελετών, έχει καθιερώσει ένα νέο γενικό φωτοοργανοκαταλυτικό πρωτόκολλο, χρησιμοποιώντας το φαινυλογλυοξυλικό οξύ ως φωτοκαταλύτη και οικιακούς λαμπτήρες για ακτινοβόληση. Στην παρούσα διατριβή παρουσιάζεται η χρήση της συγκεκριμένης μεθοδολογίας για την ανάπτυξη αντιδράσεων με σκοπό τον σχηματισμό χρήσιμων ενώσεων στην Οργανική Σύνθεση και στη Φαρμακευτική Βιομηχανία. Πιο συγκεκριμένα επετεύχθη:•H σύνθεση υδράζινο ιμιδίων από αλδεΰδες και αζοδικαρβοξυλικούς εστέρες.•H σύνθεση αμιδίων σε ένα στάδιο με φωτοκαταλυτική ενεργοποίηση αλδεϋδών.•H σύνθεση υδροξαμικών οξέων σε ένα στάδιο με φωτοκαταλυτική ενεργοποίηση αλδεϋδών.•Ο φωτοκαταλυτικός σχηματισμός δεσμού C-C μεταξύ αλδεϋδών και ηλεκτρονιακά φτωχά ολεφινών.•Η φωτοκαταλυτική σύνθεση γ-λακτονών.•Η ενεργοποίηση δεσμού C-H δίπλα σε ετεροάτομο για τον σχηματισμό δεσμού C-N.•Η ενεργοποίηση δεσμού C-H δίπλα σε ετεροάτομο για τον σχηματισμό δεσμού C-C.

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ChemInform Abstract: Efficient C—H/C—N and C—H/C—CO—N Conversion via Decatungstate‐Photoinduced Alkylation of Diisopropyl Azodicarboxylate.

Cited by 3 publications

References 1 publication

OGLE-2016-BLG-0613LABb: A Microlensing Planet in a Binary System

OGLE-2016-BLG-0613LABb: A Microlensing Planet in a Binary System

Decatungstate Anion for Photocatalyzed “Window Ledge” Reactions

Ανάπτυξη Φωτοκαταλυτικών Μεθοδολογιών Για Τη Σύνθεση Βιοδραστικών Ενώσεων

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