A Ring-Fusion/Ring-Fission Mechanism for the Metathesis Reaction of Macrocyclic Formaldehyde Acetals

2006 ◽  
Vol 12 (33) ◽  
pp. 8566-8570 ◽  
Author(s):  
Roberta Cacciapaglia ◽  
Stefano Di Stefano ◽  
Luigi Mandolini
Keyword(s):  
Metathesis Reaction ◽  
Ring Fusion ◽  
Fusion Ring ◽  
Ring Fission

Synthesis of Pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by Alkyne-Carbonyl Metathesis

Synthesis ◽  
2020 ◽  
Author(s):  
Peter Ehlers ◽  
Peter Langer ◽  
Marian Blanco Ponce ◽  
Silvio Parpart ◽  
Alexander Villinger ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Metathesis Reaction ◽  
Synthetic Methodology ◽  
Facile Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Modular Synthesis

AbstractA concise and modular synthesis of pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by a one-pot two-step reaction consisting of electrophilic acylation followed by an alkyne-carbonyl-metathesis reaction as the final cyclization step is reported. This developed synthetic methodology allows the facile synthesis of these heterocyclic core structures in mainly high overall yields under metal-free conditions. Reaction conditions are carefully optimized and display a novel supplement to access these tricyclic heterocyclic compounds.

Endo- and exohedral chloro-fulleride as η5 ligands: A DFT study on the first-row transition metal complexes

2021 ◽  
Author(s):  
Sebastian Anila ◽  
Cherumuttathu Hariharan Suresh
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Dft Study ◽  
C60 Fullerene ◽  
Ring Fusion ◽  
Coordination Modes

C60 fullerene coordinates to transition metals in η2-fashion through its C-C bond at [6,6] ring fusion whereas other coordination modes η3, η4, η5 and η6 are rarely observed. The coordination...

Novel Synthetic Routes to s-Block Metal 2,5-Diphenylphospholides and Crystal Structures of the Bis(tetrahydrofuran) Complexes of the Potassium, Calcium, and Strontium Derivatives

2009 ◽  
Vol 64 (11-12) ◽  
pp. 1360-1368 ◽  
Author(s):  
Katja Wimmer ◽  
Christin Birg ◽  
Robert Kretschmer ◽  
Tareq M.A. Al-Shboul ◽  
Helmar Görls ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Chain Structure ◽  
Molecular Structures ◽  
Metathesis Reaction ◽  
Sandwich Complex ◽  
Coordination Site ◽  
Metal Atoms ◽  
Synthetic Routes ◽  
A Chain

The reduction of 1,4-diphenyl-1,4-bis(diphenylphosphanyl)buta-1,3-diene (1) (1,4-diphenyl- NUPHOS) with potassium in THF yields bis(THF)potassium 2,5-diphenylphospholide (2) which crystallizes with a chain structure. The metathesis reaction of 2 with the iodides of calcium, strontium, and barium leads to the formation of [bis(THF)calcium bis(2,5-diphenylphospholide)] (3), [bis(THF)strontium bis(2,5-diphenylphospholide)] (4), and [bis(THF)barium bis(2,5-diphenylphospholide)] (5). The reaction of M{P(H)SiiPr3}2 with diphenylbutadiyne in THF also leads to the formation of the 2,5-diphenylphospholides of calcium (3), strontium (4), and barium (5). The molecular structures of 2 to 4 are discussed. The environment of the metal atoms is very similar in all these compounds: The metal atoms show an η5 coordination to the phospholide rings forming a bent sandwich complex. The open coordination site is occupied by two THF molecules

Separation of Fatty Acid Dimethyl Esters on an Ionic Liquid Gas Chromatographic Column

2020 ◽  
Author(s):  
R E Pauls ◽  
B Pease
Keyword(s):  
Ionic Liquid ◽  
Fatty Acid ◽  
Stationary Phases ◽  
Carbon Number ◽  
Fatty Acid Esters ◽  
Reaction Products ◽  
Isomer Separation ◽  
Metathesis Reaction ◽  
Polydimethyl Siloxane ◽  
Acid Esters

Abstract An ionic liquid (IL) 111 column was compared with other commonly employed stationary phases including polydimethyl siloxane and polyethylene glycol for the separation of fatty acid monomethyl and dimethyl esters. The fatty acid esters employed in this study were derived from metathesis reactions of vegetable oils both with and without olefins. The IL 111 column demonstrated enhanced performance compared with conventional columns for the separation of these esters. These advantages included significantly enhanced retention of dimethyl esters relative to monomethyl esters, excellent cis/trans isomer separation and the ability to analyze higher carbon number dimethyl esters. As a result, these columns are highly suited for the analysis of mixtures of mono- and dimethyl fatty acid esters found in lipid metathesis reaction products or to determine monofunctional impurities in samples of commercial dimethyl esters.

A new strategy for the construction of polycycles bearing a nitrogen atom on the ring fusion

2002 ◽  
Vol 43 (28) ◽  
pp. 4963-4968 ◽  
Author(s):  
Reynald Deléens ◽  
Arnaud Gautier ◽  
Serge R Piettre
Keyword(s):  
Nitrogen Atom ◽  
Ring Fusion ◽  
New Strategy

ChemInform Abstract: Employment of a Cyclobutene Ring-Opening Metathesis Reaction Towards a Concise Synthesis of (.+-.)-Sporochnol A.

ChemInform ◽  
2010 ◽  
Vol 33 (10) ◽  
pp. no-no
Author(s):  
Martin J. Bassindale ◽  
Peter Hamley ◽  
Joseph P. A. Harrity
Keyword(s):  
Ring Opening ◽  
Metathesis Reaction

3,4-Diamino-1,2,4-triazole based energetic salts: synthesis, characterization, and energetic properties

2015 ◽  
Vol 39 (7) ◽  
pp. 5265-5271 ◽  
Author(s):  
Jin-Ting Wu ◽  
Jian-Guo Zhang ◽  
Xin Yin ◽  
Zi-Yuan Cheng ◽  
Cai-Xia Xu
Keyword(s):  
Metathesis Reaction ◽  
Reaction Method ◽  
Energetic Properties ◽  
Protonation Reaction ◽  
Energetic Salts

A series of energetic salts based on 3,4-diamino-1,2,4-triazole with promising detonation performances have been synthesized using a metathesis reaction method or a protonation reaction method.

Complete Stereocontrol in the Synthesis of Harmonine and Novel Analogues Facilitated by a Grubbs Z-Selective Cross-Metathesis Catalyst

2015 ◽  
Vol 68 (12) ◽  
pp. 1815 ◽  
Author(s):  
Steven-Alan G. Abel ◽  
Wesley J. Olivier ◽  
Richard L. Pederson ◽  
Alex C. Bissember ◽  
Jason A. Smith
Keyword(s):  
The Self ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Metathesis Catalyst ◽  
The Cross

(R)-Harmonine was synthesised in 15 % overall yield via a six-step sequence exploiting a Z-selective cross-metathesis reaction as its centrepiece. By this strategy, the cis-olefin present in the target could be installed exclusively. The use of an alcohol and an ester as the amine precursors was crucial for isolating the cross-metathesis product from the self-metathesis products. This method was also used to prepare two novel analogues of harmonine.

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