On the edge of the steric repulsion and reactivity of bulky anilines; a case study of chloro(imino)phosphine synthesis.

Dalton Trans

Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, CZ-532 10, Pardubice, Czech Republic.

Published: October 2021

2-Benzhydryl-4-methyl-6-(1,1'-diphenyl-2-phenyl-ethyl)aniline was prepared by a three-step process. 2,6-Bis(benzhydryl)-4-methyl-aniline was protected by Schiff coupling, then benzylated and finally dealkylated by using hydrochloric acid and methanol. The resulting compound exhibits one of the highest buried volumes around the nitrogen atom of anilines prepared so far, but it reacts with phosphorus trichloride and triethylamine to give a monomeric chloro(imino)phosphine.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d1dt02445kDOI Listing

Publication Analysis

Top Keywords

edge steric
4
steric repulsion
4
repulsion reactivity
4
reactivity bulky
4
bulky anilines
4
anilines case
4
case study
4
study chloroiminophosphine
4
chloroiminophosphine synthesis
4
synthesis 2-benzhydryl-4-methyl-6-11'-diphenyl-2-phenyl-ethylaniline
4

Similar Publications

On the formation and stability mechanisms of diverse lipid-based nanostructures for drug delivery.

Adv Colloid Interface Sci

January 2025

Department of Chemistry and Biotechnology, School of Science, Computing and Engineering Technologies, Swinburne University of Technology, Melbourne, Australia.

In the evolving landscape of nanotechnology and pharmaceuticals, lipid nanostructures have emerged as pivotal areas of research due to their unique ability to mimic biological membranes and encapsulate active molecules. These nanostructures offer promising avenues for drug delivery, vaccine development, and diagnostic applications. This comprehensive review explores the complex mechanisms underlying the formation and stability of various lipid nanostructures, including lipid liquid crystalline nanoparticles and solid lipid nanoparticles.

View Article and Find Full Text PDF

Computational modeling of the anti-inflammatory complexes of IL37.

J Mol Graph Model

January 2025

Acibadem University, Institute of Health Sciences Department of Biostatistics and Bioinformatics, Istanbul 34752, Turkey; Acibadem University, School of Medicine Biostatistics and Medical Informatics, Istanbul 34752, Turkey. Electronic address:

Interleukin (IL) 37 is an anti-inflammatory cytokine belonging to the IL1 protein family. Owing to its pivotal role in modulating immune responses, elucidating the IL37 complex structures holds substantial therapeutic promise for various autoimmune disorders and cancers. However, none of the structures of IL37 complexes have been experimentally characterized.

View Article and Find Full Text PDF

Theoretical insights into spacer molecule design to tune stability, dielectric, and exciton properties in 2D perovskites.

Nanoscale

January 2025

Joint Key Laboratory of the Ministry of Education, Institute of Applied Physics and Materials Engineering, University of Macau, Macau SAR 999078, China.

Two-dimensional organic-inorganic perovskites have garnered extensive interest owing to their unique structure and optoelectronic performance. However, their loose structures complicate the elucidation of mechanisms and tend to cause uncertainty and variations in experimental and calculated results. This can generally be rooted in dynamically swinging spacer molecules through two mechanisms: one is the intrinsic geometric steric effect, and the other is related to the electronic effect orbital overlapping and electronic screening.

View Article and Find Full Text PDF

Mechanistic Analysis of Peptide Affinity to Single-Walled Carbon Nanotubes and Volatile Organic Compounds Using Chemiresistors.

ACS Appl Mater Interfaces

January 2025

Air Force Research Laboratory, 711th Human Performance Wing, Wright-Patterson Air Force Base, Wright-Patterson AFB, Ohio 45433, United States.

Peptides, due to their diverse and controllable properties, are used as both liquid and gas phase recognition elements for both biological and chemical targets. While it is well understood how binding of a peptide to a biomolecule can be converted into a sensing event, there is not the same mechanistic level of understanding with regard to how peptides modulate the selectivity of semiconductor/conductor-based gas sensors. Notably, a rational, mechanistic study has not yet been performed to correlate peptide properties to the sensor response for volatile organic compounds (VOCs) as a function of chemical properties.

View Article and Find Full Text PDF

Ferrocene-decorated graphene nanosheets built by edge-to-face π-π interaction for room temperature ppb-level NO sensing.

Talanta

April 2025

National Center for International Research on Green Optoelectronics, Guangdong Provincial Key Laboratory of Optical Information Materials and Technology, Institute of Electronic Paper Displays, South China Academy of Advanced Optoelectronics, South China Normal University, Guangzhou, 510006, PR China. Electronic address:

The development of materials toward ppb-level nitric oxide (NO) sensing at room temperature remains in high demand for the monitoring of respiratory inflammatory diseases. In order to find an iron-containing molecule without steric hindrance to combine with graphene for room temperature NO gas sensing, here a supramolecular assembly of ferrocene (Fc) and reduced graphene oxide (rGO) was designed and prepared for NO sensing. The assembly of Fc/rGO was characterized using FT-IR, TEM, and XPS measurements.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!