scholarly journals Intramolecular Csp3–H/C–C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines

2020 ◽  
Vol 11 (17) ◽  
pp. 4482-4487 ◽  
Author(s):  
Xiaojin Wen ◽  
Xinyao Li ◽  
Xiao Luo ◽  
Weijin Wang ◽  
Song Song ◽  
...  
Keyword(s):  
Double Bond ◽  
Intramolecular Cyclization ◽  
Selective Synthesis ◽  
Tertiary Amines ◽  
Alkyl Azides ◽  
Single Bonds

A novel intramolecular cyclization of alkyl azides for the synthesis of cyclic imines and tertiary amines has been developed. The aliphatic C–H or C–C bond was selectively cleaved with the efficient formation of two C–N single bonds or a CN double bond.

scholarly journals Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties

Polymers ◽  
2021 ◽  
Vol 13 (12) ◽  
pp. 1944
Author(s):  
Alma Antonia Pérez-Mondragón ◽  
Carlos Enrique Cuevas-Suárez ◽  
Jesús García-Serrano ◽  
Nayely Trejo-Carbajal ◽  
A. Lobo-Guerrero ◽  
...  
Keyword(s):  
Tensile Strength ◽  
Double Bond ◽  
Shelf Life ◽  
Polymerization Rate ◽  
Tertiary Amines ◽  
Adhesive Systems ◽  
Double Bond Conversion ◽  
Initiator System ◽  
Ft Ir ◽  
Shelf Life Stability

This work reports the use of two monomers with two tertiary amines and four methacrylic (TTME) or acrylic (TTAC) terminal groups as co-initiators in the formulation of experimental resin adhesive systems. Both monomers were characterized by FT-IR and 1H NMR spectroscopies. The control adhesive was formulated with BisGMA, TEGDMA, HEMA, and the binary system CQ-EDAB as a photo-initiator system. For the experimental adhesives, the EDAB was completely replaced for the TTME or the TTAC monomers. The adhesives formulated with TTME or TTAC monomers achieved double bond conversion values close to 75%. Regarding the polymerization rate, materials formulated with TTME or TTAC achieved lower values than the material formulated with EDAB, giving them high shelf-life stability. The degree of conversion after shelf simulation was only reduced for the EDAB material. Ultimate tensile strength, translucency parameter, and micro-tensile bond strength to dentin were similar for control and experimental adhesive resins. Due to their characteristics, TTME and TTAC monomers are potentially useful in the formulation of photopolymerizable resins for dental use with high shelf-life stability.

Selective Synthesis of Secondary and Tertiary Amines by Cp*Iridium-Catalyzed Multialkylation of Ammonium Salts with Alcohols

2008 ◽  
Vol 10 (2) ◽  
pp. 181-184 ◽  
Author(s):  
Ryohei Yamaguchi ◽  
Shoko Kawagoe ◽  
Chiho Asai ◽  
Ken-ichi Fujita
Keyword(s):  
Ammonium Salts ◽  
Selective Synthesis ◽  
Tertiary Amines

A Novel Class of Rigid-rod Perylene Diimides and Isoindigo Semiconducting Polymers

2021 ◽  
Author(s):  
Yaping Yu ◽  
Danlei Zhu ◽  
Xiuyuan Zhu ◽  
Mahesh kumar Ravva ◽  
Jiayao Duan ◽  
...  
Keyword(s):  
Double Bond ◽  
Conjugated Polymers ◽  
Optoelectronic Properties ◽  
Semiconducting Polymers ◽  
Perylene Diimides ◽  
Rigid Rod ◽  
Single Bonds

Rigid-rod conjugated polymers contain only double-bond linkers instead of single-bonds between the monomer linkages along the backbone. These polymers exhibit exceptional optoelectronic properties and promising devices performances owing to the...

The Change in the Raman Spectra of Chloroprene and Isoprene in the Polymerization Process

1943 ◽  
Vol 16 (4) ◽  
pp. 841-847
Author(s):  
A. Gantmacher ◽  
S. Medvedev
Keyword(s):  
Raman Spectrum ◽  
Double Bond ◽  
Raman Spectra ◽  
Polymer Molecule ◽  
Polymerization Process ◽  
High Polymer ◽  
Single Bond ◽  
Double Bonds ◽  
Continuous Background ◽  
Single Bonds

Abstract 1. When chloroprene and isoprene polymerize, besides the frequency characterizing the conjugate double bond in the monomer, there appears a higher frequency corresponding to the isolated double bond in the polymer. In the polymerization process, the intensity of the frequency of the conjugate double bond decreases and the intensity of the frequency of the isolated double bond increases. Because of the increase in the number of single bonds in the polymer, the intensity of the frequency of the single bond 1005 in the polymer is considerably greater than in the monomer. 2. Even in the case of the samples with high polymer contents (greater than 50 per cent), the intensity of the frequency of the conjugate double bond is considerably greater than the intensity of the frequency of the isolated double bond. This is attributable to the fact that part of double bonds disappear during polymerization. 3. The Raman spectra of the chloroprene and isoprene polymers differ essentially from those of the monomers. To characterize the frequencies of vibration in the polymer molecule, it is essential to investigate its Raman spectrum in a medium free of the monomer. 4. The formation of highly polymeric molecules on polymerization does not result in an increase in the intensity of the continuous background in spectrograms.

Pentacarbonyl(aminocarbene)chromium(0) Complexes : Reductive Cleavage of the Chromium-Carbon Double Bond to Secondary and Tertiary Amines

Synlett ◽  
1994 ◽  
Vol 1994 (08) ◽  
pp. 677-678 ◽  
Author(s):  
C. Baldoli ◽  
P. Del Buttero ◽  
E. Licandro ◽  
S. Maiorana ◽  
A. Papagni ◽  
...  
Keyword(s):  
Double Bond ◽  
Reductive Cleavage ◽  
Tertiary Amines ◽  
Carbon Double Bond

scholarly journals Intramolecular Cyclization of Ruthenium Vinylidene Complexes with a Tethering Vinyl Group:  Facile Cleavage and Reconstruction of the C−C Double Bond

2007 ◽  
Vol 129 (48) ◽  
pp. 14974-14980 ◽  
Author(s):  
Cheng ◽  
Yi-Chun Kuo ◽  
Shu-Hao Chang ◽  
Ying-Chih Lin ◽  
Yi-Hong Liu ◽  
...  
Keyword(s):  
Double Bond ◽  
Intramolecular Cyclization ◽  
Vinylidene Complexes ◽  
Vinyl Group

The photochemistry of aliphatic and alicyclic α,β-unsaturated nitro compounds. A study of double bond cleavage following intramolecular cyclization and nitro-nitrite rearrangement

1984 ◽  
Vol 37 (6) ◽  
pp. 1231 ◽  
Author(s):  
RD Grant ◽  
JT Pinhey
Keyword(s):  
Double Bond ◽  
Intramolecular Cyclization ◽  
Methyl Acrylate ◽  
Room Temperature ◽  
Bond Cleavage ◽  
Nitro Compounds ◽  
Significant Extent ◽  
Cleavage Reaction ◽  
Nitrile Oxides ◽  
Bond Cleavage Reaction

The light-induced intramolecular cyclization of α, β-unsaturated nitro compounds leading to double bond cleavage, which had previously been detected in a small number of β-nitrostyrenes and α-nitro-stilbenes, has been shown to occur in a range of aliphatic and alicyclic α, β -unsaturated nitro compounds. At room temperature the reaction competes to a significant extent with the well known nitro-nitrite rearrangement in the irradiation of 1-nitro-2-phenylcyclohexene (2), 1-methyl-2-nitro-cyclohexene (6), 1-methyl-2-nitrocycloheptene (11), 2-methyl-3-nitrobut-2-ene (23) and 2-nitro-3-phenylbut-2-ene (24), while it was the only reaction detected in the case of 1-methyl-2-nitrocyclo- octene (12) and 1-nitrocyclooctene (19). No evidence for the cleavage reaction was found with 1-methyl-2-nitrocyclopentene (10), 1-nitrocyclohexene (17), 1-nitrocycloheptene (18) and 3-nitropent-2-ene (25). The nitrile oxides produced in the double bond cleavage reaction were trapped in a cycloaddition with methyl acrylate, yielding 3-substituted methyl 4,5-dihydroisoxazole-5-carboxylates. Irradiations of 1-methyl-2-nitrocyclohexene (6) and 1-methyl-2-nitrocycloheptene (11) in refluxing benzene afforded only the bridged ring isoxazolines (30) and (31) respectively. Syntheses of a number of nitro-olefins are also reported.

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