Search results for "Cyclooctene"
showing 10 items of 19 documents
Synthesis of a Tetraazido-Substituted 2-Tetrazene from 1,5-Cyclooctadiene and Iodine Azide
1997
In contrast to the addition of iodine azide to cyclooctene (1) or 1,3-cyclooctadiene (5), its reaction with 1,5-cyclooctadiene (12) leads mainly to the surprisingly stable tetraazido-substituted 2-tetrazene 14 The structure of this was established by 15N-NMR studies and an X-ray structural analysis. Treatment of 14 with hydrochloric acid yields the diazido-substituted 9-azabicyclo[3.3.1]nonane 20.
CCDC 634267: Experimental Crystal Structure Determination
2007
Related Article: S.Dobis, D.Schollmeyer, Chunmei Gao, Derong Cao, H.Meier|2007|Eur.J.Org.Chem.|2007|2964|doi:10.1002/ejoc.200700140
Selective, homogeneous hydrogenation of cycloheptatriene to cycloheptene catalyzed by (η4-cycloocta-1,5-diene)(η6-cyclohepta-1,3,5-triene)ruthenium(0)
1980
Abstract In the presence of small amounts of [Ru(η 4 -COD)](η 6 -C 8 H 10 )] (1), cycloheptatriene is hydrogenated to cycloheptene, under one atmosphere of hydrogen at room temperature in homogeneous phase. The formation of a small amount of cyclooctene and the existence of an induction period, which do not occur when [Ru(η 4 -COD)(η 6 -C 7 H 8 )] (2) is used as the catalyst, suggest that 2 is the real catalyst. The selectivity of this hydrogenation is 100% in n-hexane as solvent, 99.5% in THF, and low in ethanol. Conversion is quantitative in THF and ethanol, but not more than 65% in n-hexane. In the presence of 1 or 2, cycloheptene is rapidly hydrogenated to cycloheptane in THF and ethano…
Selective homogeneous hydrogenation of cycloocta-1,5, and cycloocta-1,3-diene to cyclooctene in the presence of (η4-cycloocta-1,5-diene)(η6-cycloocta…
1983
Cyclooctadiene isomers (1,3- and 1,5-COD) are selectively, homogenously hydrogenated to cyclooctene (C8H14) in tetrahydrofuran (THF) solution, under mild conditions of temperature (20 °C) and hydrogen pressure (1 atm), in the presence of catalytic amounts of (cycloocta-1,5-diene)(cycloocta-1,3,5,-triene)ruthenium(0), [Ru(η4-COD)(η6-C8H10)] (1). The rate of hydrogenation is higher when 1,3-COD is the substrate. Evidence for the isomerization 1,5-COD → 1,3-COD is reported. Similar studies carried out in several alcoholic solutions, although showing a decreased selectivity in the hydrogenation, confirm the isomerization 1,5-COD → 1,3-COD, and allow a discrimination between the isomerization an…
Oligooctenamere, charakterisierung und massenspektrometrische untersuchungen
1974
Die homologe Reihe der Oligomeren des Cyclooctens wurde mit Hilfe der Metathese-Reaktion dargestellt; die Oligomeren wurden gelchromatographisch getrennt und gereinigt. Ihre Siedepunkte und Brechungsindices wurden bestimmt, und ihr spektroskopisches Verhalten wurde untersucht. Insbesondere werden die Massenspektren der Oligomeren im Vergleich zu denen der Oligomeren des Cyclododecens, des 1,5-Cyclooctadiens und acyclischer Oligobutadiene diskutiert. Die Ergebnisse bestatigen die cyclische Struktur der durch ringoffnende Polymerisation von Cycloolefinen erhaltenen Oligomeren. Daruberhinaus wird gezeigt, das die Massenspektrometrie unter geeigneten Bedingungen herangezogen werden kann, um zwi…
Epoxidation of dibenzocycloalkenes on Ti–Ge-MCM-41 and Ti-SBA-15 catalysts
2005
Abstract Epoxidation of a series of dibenzocycloalkenes: phenanthrene, 5H-dibenzo[ a , e ]cycloheptene, 5H-dibenzo[ a , c ] cycloheptene, 5,6-dihydrodibenzo[ a , e ]cyclo-octene, and dibenzo[ a , e ]cyclooctene with hydrogen peroxide was investigated on Ti- and Ge-modified Ti-incorporated-type mesoporous catalysts including MCM-41 and SBA-15 structures looking for the effect of the porous texture and Ge-promoting on both activity and selectivity to epoxide and H 2 O 2 efficiency. Ti–Ge-MCM-41 catalysts (Si/Ti = 43; Si/Ge = 85 and Si/Ti = 41; Si/Ge = 62) were prepared by a one-pot surfactant-assisted procedure based on the use of a cationic surfactant (CTAB, cetyltrimethylammonium bromide), …
Improved radiosynthesis and preliminary in vivo evaluation of the 11C-labeled tetrazine [11C]AE-1 for pretargeted PET imaging
2019
Pretargeted nuclear imaging based on the ligation between tetrazines and nano-sized targeting agents functionalized with trans-cyclooctene (TCO) has recently been shown to improve both imaging contrast and dosimetry in nuclear imaging of nanomedicines. Herein, we describe the improved radiosynthesis of a 11 C-labeled tetrazine ([ 11 C]AE-1) and its preliminary evaluation in both mice and pigs. Pretargeted imaging in mice was carried out using both a new TCO-functionalized polyglutamic acid and a previously reported TCO-functionalized bisphosphonate system as targeting agents. Unfortunately, pretargeted imaging was not successful using these targeting agents in pair with [ 11 C]AE-1. Howeve…
Orthometallation reactions of rhodium compounds containing orthohaloarylphosphines
1988
The reaction of RhCl3·.3H2O with a 3-molar proportion of P(o-ClC6H4)Ph2, (PCCl) at room temperature gives RhCl(PCCl)2 (1), in high yield. Reaction of [Rh(cot)2Cl]2, (cot = cyclooctene), with PCCl, sol12 molar ratio, also gives compound 1. Refluxing of a solution of 1 in 96% ethanol gives RhCl2(PC)(η2-PCCl), [PC (C6H4)PPh2] (2). Complex 1 reacts with CO to give RhClCO(PCCl)2 (3). 31P NMR studies reveal that 1 exhibits a fluxional behaviour in solution in the temperature range −50 to 0 °C. The low temperature spectrum is consistent with the formulation RhCl(η2-PCCl)(η1-PCCl). In cyclic voltammetry complex 2 shows two two-electronic reduction processes, at −0.98 and −1.56 V. Electrochemical …
Tetrazine- and trans -cyclooctene-functionalised polypept(o)ides for fast bioorthogonal tetrazine ligation
2020
The inverse electron demand Diets-Alder (IEDDA) reaction-initiated ligation between 1,2,4,5-tetra-zines (Tz) and trans-cyclooctenes (TCO) is one of the fastest bioorthogonal reactions known today and is therefore increasingly used for in vivo click chemistry. Described herein is the synthesis of Tz- and TCO-functionalised polypeptides, polypeptoids and polypeptide-block-polypeptoids (polypept(o) ides) by ring-opening polymerisation of the corresponding N-carboxyanhydrides using Tz- or TCO-functional amine initiators. Despite the reactivity of tetrazines, polymers with low dispersity and high end group integrity can be obtained as observed by gel permeation chromatography (GPC), nuclear magn…
Über die oligomerisierung von Cycloocten
1972
Cycloocten wurde in Anwesenheit des Katalysatorsystems WCl6/C2H5OH/C2H5AlCl2 oligomerisiert mit dem Ziel, die homologe Reihe (C8H14)n darzustellen. Es wurden die Reaktionsbedingungen, besonders hinsichtlich der Katalysator-Konzentration, und der Einflus des Losungsmittels untersucht. Die isolierten Oligomeren (Dimeres, Trimeres) wurden IR-, NMR- und massenspektrometrisch charakterisiert. Cyclooctene was oligomerized in the presence of the catalytic system WCl6/C2H5OH/C2H5AlCl2 in order to prepare the homologous series (C8H14)n. The conditions of reaction were established particularly with respect to the catalyst concentration. The influence of the solvent was investigated. The oligomers pre…