Nitron: a stable N-heterocyclic carbene that has been commercially available for more than a century.
نویسندگان
چکیده
The analytical reagent Nitron is a mesoionic compound whose structure consists of a cationic triazolium unit with an anionic PhN substituent. We provide clear evidence for the existence of a singlet diaminocarbene tautomer whose structure is composed of a 1,2,4-triazol-5-ylidene unit bearing an NHPh substituent.
منابع مشابه
An efficient synthesis of achiral and chiral 1,2,4-triazolium salts: bench stable precursors for N-heterocyclic carbenes.
[reaction: see text] The promising utility of triazolyl N-heterocyclic carbene catalysts in umpolung aldehyde chemistry requires a straightforward reliable synthesis from readily available materials. Herein, we describe the synthesis of a variety of triazolyl N-heterocyclic carbene precursors. The reactions commence from commercially available amino acids and proceed in 44-68% overall yields. T...
متن کاملSimple and versatile synthesis of copper and silver N-heterocyclic carbene complexes in water or organic solvents.
A novel synthetic route leading to N-heterocyclic carbene copper complexes has been developed by using air-stable and commercially available copper(I) oxide and imidazolium salts starting materials.
متن کاملNew Blatter-type radicals from a bench-stable carbene
Stable benzotriazinyl radicals (Blatter's radicals) recently attracted considerable interest as building blocks for functional materials. The existing strategies to derivatize Blatter's radicals are limited, however, and synthetic routes are complex. Here, we report that an inexpensive, commercially available, analytical reagent Nitron undergoes a previously unrecognized transformation in wet a...
متن کاملN-Heterocyclic Plumbylenes (NHPbs) at Theoretical Levels
Plumbylenes are reactive intermediates whose discovery and characterizations are of great significance. Here, ten novel plumbylenes are introduced and characterised. A comparison is made between novel 1,4-di(R)tetrazol-5-plumbylenes (IR) with their corresponding 1,3-di(R) isomers (IIR), at DFT (R = H, Me, Et, i-Pro, and t-Bu). Every one of our plumbylenes (IR or IIR) appears less stable, with a...
متن کاملRuthenium-based complexes containing a benzimidazolium tag covalently connected to N-heterocyclic carbene ligands: environmentally friendly catalysts for olefin metathesis transformations.
Two ruthenium-based pre-catalysts containing an ionic tag covalently connected to a N-heterocyclic carbene (NHC) ligand are reported. These novel complexes, bearing a polar benzimidazolium group, are air-stable and can be easily prepared from commercially available reagents. The quaternary benzimidazolium tag allows the efficient separation of ruthenium waste from the metathesis product after r...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 48 2 شماره
صفحات -
تاریخ انتشار 2012