Tail-to-Tail Dimerization Reaction of Acrolein

1994 ◽  
Vol 13 (10) ◽  
pp. 3758-3760 ◽  
Author(s):  
Yuji Ohgomori ◽  
Shuji Ichikawa ◽  
Naoko Sumitani
Keyword(s):  
Dimerization Reaction

scholarly journals The Energetic Viability of Δ1-Piperideine Dimerization in Lysine-derived Alkaloid Biosynthesis

Metabolites ◽  
2018 ◽  
Vol 8 (3) ◽  
pp. 48 ◽  
Author(s):  
Hajime Sato ◽  
Masanobu Uchiyama ◽  
Kazuki Saito ◽  
Mami Yamazaki
Keyword(s):  
Density Functional ◽  
Indole Alkaloid ◽  
Alkaloid Biosynthesis ◽  
Functional Theory ◽  
The Density Functional Theory ◽  
Reaction Proceeds ◽  
Acidic Conditions ◽  
Dimerization Reaction ◽  
Available Information ◽  
Skeleton Formation

Lys-derived alkaloids widely distributed in plant kingdom have received considerable attention and have been intensively studied; however, little is known about their biosynthetic mechanisms. In terms of the skeleton formation, for example, of quinolizidine alkaloid biosynthesis, only the very first two steps have been identified and the later steps remain unknown. In addition, there is no available information on the number of enzymes and reactions required for their skeletal construction. The involvement of the Δ 1 -piperideine dimerization has been proposed for some of the Lys-derived alkaloid biosyntheses, but no enzymes for this dimerization reaction have been reported to date; moreover, it is not clear whether this dimerization reaction proceeds spontaneously or enzymatically. In this study, the energetic viability of the Δ 1 -piperideine dimerizations under neutral and acidic conditions was assessed using the density functional theory computations. In addition, a similar type of reaction in the dipiperidine indole alkaloid, nitramidine, biosynthesis was also investigated. Our findings will be useful to narrow down the candidate genes involved in the Lys-derived alkaloid biosynthesis.

Intermolecular coupling and intramolecular cyclization of aryl nitriles on Au(111)

2019 ◽  
Vol 55 (77) ◽  
pp. 11611-11614 ◽  
Author(s):  
Henning Klaasen ◽  
Lacheng Liu ◽  
Hong-Ying Gao ◽  
Lena Viergutz ◽  
Philipp A. Held ◽  
...  
Keyword(s):  
Scanning Tunneling Microscopy ◽  
Intramolecular Cyclization ◽  
Scanning Tunneling ◽  
Computational Studies ◽  
Tunneling Microscopy ◽  
Aryl Nitriles ◽  
Dimerization Reaction ◽  
Intermolecular Coupling

The on-surface dimerization reaction of an organic nitrile on Au(111) is reported. The reaction cascade yielding a diazapyrene core was investigated by scanning tunneling microscopy, computational studies and reference compounds.

Synthesis of 1,4-Diketones via Titanium-Mediated Reductive Homocoupling of α-Haloketones

Synlett ◽  
2018 ◽  
Vol 29 (16) ◽  
pp. 2195-2198
Author(s):  
Michael Gesinski ◽  
Nathan Le ◽  
Aimee Rodriguez ◽  
James Alleyn
Keyword(s):  
Grignard Reagent ◽  
Heteroaromatic Compounds ◽  
Low Valent ◽  
Dimerization Reaction ◽  
Reaction Works ◽  
Reductive Homocoupling

1,4-Diketones have been synthesized via a reductive homocoupling of α-haloketones. Addition of a Grignard reagent to titanium(IV) isopropoxide affords a low-valent titanium(III) intermediate that is believed to mediate a radical dimerization reaction. The reaction works well for a variety of aromatic α-haloketones including heteroaromatic compounds.

Photochemistry of 2,4-Cyclooctadienone I. In Benzene and Toluene

1973 ◽  
Vol 51 (13) ◽  
pp. 2207-2214 ◽  
Author(s):  
Gordon L. Lange ◽  
Eli Neidert
Keyword(s):  
Singlet State ◽  
Alder Reaction ◽  
Diels Alder ◽  
Reactive Intermediate ◽  
Diels Alder Reaction ◽  
Trans Isomerization ◽  
Dimerization Reaction ◽  
Cis And Trans

Irradiation of 2,4-cyclooctadienone (1) in benzene or toluene is shown to give in >80% yield two head-to-head dimers. The ring fusions are shown to occur at the α,β-positions of the dienone with trans-cis and trans-anti-trans stereochemistry. Both dimers may be epimerized to the same product with cis-anti-cis ring fusions. Evidence is presented to show that the singlet state is responsible for the cis-trans isomerization of 1 to the highly reactive intermediate trans, cis-2,4-cyclooctadienone. This intermediate can dimerize in a thermal 2 + 2 cycloaddition or can be generated at −78° and then trapped by 1,3-dienes in a Diels–Alder reaction. A mechanism for the dimerization reaction is discussed.

scholarly journals Effect of Iminodiacetic Acid-Modified Nieuwland Catalyst on the Acetylene Dimerization Reaction

Catalysts ◽  
2017 ◽  
Vol 7 (12) ◽  
pp. 394 ◽  
Author(s):  
Yanhe You ◽  
Juan Luo ◽  
Jianwei Xie ◽  
Bin Dai
Keyword(s):  
Iminodiacetic Acid ◽  
Dimerization Reaction
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