scholarly journals Catalytic Intermolecular C(sp3)–H Amination: Selective Functionalization of Tertiary C–H Bonds vs Activated Benzylic C–H Bonds

2021 ◽  
Author(s):  
Erwan Brunard ◽  
Vincent Boquet ◽  
Elsa Van Elslande ◽  
Tanguy Saget ◽  
Philippe Dauban
Keyword(s):  
Selective Functionalization

Novel Coupling Agents for Silica-filled Rubbers with Superior Processing Safety and Improved Hysteresis of the Vulcanizates

2010 ◽  
Vol 38 (1) ◽  
pp. 80-98 ◽  
Author(s):  
M. Gerster ◽  
C. Fagouri ◽  
E. Peregi
Keyword(s):  
Mixing Time ◽  
Cost Savings ◽  
Coupling Agents ◽  
Tire Industry ◽  
Selective Functionalization ◽  
Current State ◽  
Rubber Compounds ◽  
Volatile Organic ◽  
Filled Rubbers ◽  
Ethanol Removal

Abstract One challenge facing green tire technology is to achieve good silica hydrophobation/dispersion within the polymer matrix without a detrimental increase in the rubber compound’s viscosity during compounding. This phenomenon is well known to be induced by premature and unwanted coupling and/or crosslinking of the traditional coupling agents. The current state-of-the-art polysulfides silanes, bis(3-triethoxysilylpropyl)tetrasulfide and to a lesser extent bis(3-triethoxysilylpropyl)disulfide (“Product Application—VP Si 75/VP X 75-S in the Rubber Industry,” Degussa Hüls Report No. PA 723.1E), need to be carefully incorporated with careful temperature control during the rubber compounding to prevent this “scorchy” behavior. This paper will present novel monofunctional silanes which are suited for preparing highly silica-loaded rubber compounds of superior processability, while applying fewer mixing passes, thereby reducing mixing times which can lead to improved productivity and cost savings. Additionally, these safer coupling agents can be processed at higher temperatures which can, again, lead to reduced mixing time and better ethanol removal thereby improving the tire’s physical properties and reducing the volatile organic compounds generated during the tire’s use. The rubber compounds produced using these monofunctional silanes are characterized by lower Mooney viscosity and improved processability. Advantageously, within these novel chemical classes of coupling agents, selective functionalization of the silanes allows production of tailor-made coupling agents which can respond to the specific requirements of the tire industry (Vilgis, T. A. and Heinrich, G., “Die Physic des Autoreifens,” Physikalische Blätter, Vol. 57, 2001, pp. 1–7).

para-Selective Cyanation of Arenes by H-Bonded Template

2019 ◽  
Author(s):  
Sandeep Pimparkar ◽  
Trisha Bhattacharya ◽  
Arun Maji ◽  
Argha Saha ◽  
Ramasamy Jayarajan ◽  
...  
Keyword(s):  
Selective Functionalization ◽  
Directing Group ◽  
Product Utility ◽  
Site Selective

The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work we demonstrate the <i>para</i>-selective introduction of versatile nitrile moiety, enabled by detachable and reusable H-bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools heralds the inception of <i>para</i>-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications

para-Selective Cyanation of Arenes by H-Bonded Template

2019 ◽  
Author(s):  
Sandeep Pimparkar ◽  
Trisha Bhattacharya ◽  
Arun Maji ◽  
Argha Saha ◽  
Ramasamy Jayarajan ◽  
...  
Keyword(s):  
Selective Functionalization ◽  
Directing Group ◽  
Product Utility ◽  
Site Selective

The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work we demonstrate the <i>para</i>-selective introduction of versatile nitrile moiety, enabled by detachable and reusable H-bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools heralds the inception of <i>para</i>-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications

Selective Functionalization at N2-Position of Guanine in Oligonucleotides via Reductive Amination

2020 ◽  
Author(s):  
Bapurao Bhoge ◽  
Ishu Saraogi
Keyword(s):  
Organic Chemistry ◽  
Chemical Biology ◽  
Reductive Amination ◽  
The Other ◽  
Dna Oligomers ◽  
Site Specific ◽  
Wide Applicability ◽  
Dna Oligonucleotides ◽  
Selective Functionalization

Chemo- and site-specific modifications in oligonucleotides have wide applicability as mechanistic probes in chemical biology. Here we have employed a classical reaction in organic chemistry, reductive amination, to selectively functionalize the N<sup>2</sup>-amine of guanine/2’-deoxyguanine monophosphate. This method specifically modifies guanine in several tested DNA oligonucleotides, while leaving the other bases unaffected. Using this approach, we have successfully incorporated desired handles chemoselectively into DNA oligomers.

scholarly journals Classic highlights in porphyrin and porphyrinoid total synthesis and biosynthesis

2021 ◽  
Author(s):  
Mathias O. Senge ◽  
Natalia N. Sergeeva ◽  
Karl J. Hale
Keyword(s):  
Total Synthesis ◽  
Porphyrin Ring ◽  
Selective Functionalization ◽  
Porphyrin Synthesis

The development of porphyrin synthesis is illustrated, using classic and modern-day examples, which attempt to provide insights, including mechanistic ones, into the most used methods for porphyrin ring-construction and selective functionalization.

scholarly journals Methionine epimerization in cyclic peptides

RSC Advances ◽  
2021 ◽  
Vol 11 (34) ◽  
pp. 20859-20864
Author(s):  
Pramodkumar D. Jadhav ◽  
Jianheng Shen ◽  
Peta-Gaye Burnett ◽  
Jian Yang ◽  
Ramaswami Sammynaiken ◽  
...  
Keyword(s):  
Cyclic Peptides ◽  
Selective Functionalization ◽  
One Step

One step regioselective methionine epimerization in cyclic peptides followed by selective functionalization leads to chemical novelty.

Selective Functionalization of Tailored Nanostructures

ACS Nano ◽  
2012 ◽  
Vol 6 (10) ◽  
pp. 9214-9220 ◽  
Author(s):  
Winand Slingenbergh ◽  
Sanne K. de Boer ◽  
Thorben Cordes ◽  
Wesley R. Browne ◽  
Ben L. Feringa ◽  
...  
Keyword(s):  
Selective Functionalization
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