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Handbook Of Metathesis

Discovered in 2005, cyclic (alkyl)(amino)carbenes (CAACs) have led to numerous discoveries in the field of ruthenium olefin metathesis, until then largely dominated by the well-known N-heterocyclic...

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Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis

This review is a critical presentation of catalysts based on palladium and ruthenium bearing N-heterocyclic carbene ligands that have enabled a more sustainable approach to catalysis and to catalyst uses. Aspects of sustainability associated with these in terms of catalytic uses or synthetic access are reviewed.

Sustainability in Ru- and Pd-based catalytic systems using N-heterocyclic carbenes as ligands.

Abstract Isolation of cyclic (alkyl) amino carbenes (cAACs) in 2005 has been a major achievement in the field of stable carbenes due to their better electronic properties. cAACs and bicyclic(alkyl)(amino)carbene (BicAAC) in essence are the most electrophilic as well as nucleophilic carbenes are known till date. Due to their excellent electronic properties in terms of nucleophilic and electrophilic character, cAACs have been utilized in different areas of chemistry, including stabilization of low valent main group and transition metal species, activation of small molecules, and catalysis. The applications of cAACs in catalysis have opened up new avenues of research in the field of cAAC chemistry. This review summarizes the major results of cAAC chemistry published until August 2021.

https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/asia.202101301

Recent Advances in the Domain of Cyclic (Alkyl)(Amino) Carbenes

Ammonia borane (AB) has received extensive attention in recent years as an emerging hydrogen storage material due to its high hydrogen density (19.6 wt %), nontoxicity, stability, and water solubil...

Highly Efficient Ammonia Borane Hydrolytic Dehydrogenation in Neat Water Using Phase-Labeled CAAC-Ru Catalysts

New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated.

Towards Sustainable Catalysis ‐ Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts

Water-soluble Ag(I)-based coordination polymers obtained by anion-directed self-assembly of various AgX salts and a phosphabetaine derived from 1,3,5-triaza-7-phophaadamantane

In recent years Auger electron emitters have been suggested as promising candidates for radiotherapy with no side effects in cancer treatment. In this work we report a detailed coordination chemistry study of [Sb(PCTA)] (PCTA: 3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene-3,6,9-triacetic acid), a macrocyclic aminopolycarboxylate-type complex of antimony(III), whose 119Sb isotope could be a suitable low-energy electron emitter for radiotherapy. The thermodynamic stability of the chelate obtained by pH-potentiometry and UV-vis spectrophotometry is high enough (log K[Sb(PCTA)] = 23.2(1)) to prevent the hydrolysis of the metal ion near physiological pH. The formation of [Sb(PCTA)] is confirmed by NMR and electrospray ionization mass spectrometry measurements in solution; furthermore, the structure of [Sb(PCTA)]·NaCl·3H2O and [Sb(PCTA)]·HCl·3H2O is described by X-ray and density functional theory calculations. Consequently, the [Sb(PCTA)] is the first thermodynamically stable antimony(III) complex bearing polyamino-polycarboxylate macrocyclic platform. Our results demonstrate the potential of rigid (pyclen derivative) ligands as chelators for future applications of Sb(III) in a targeted radiotherapy based on the 119Sb isotope.

Exploring Cyclic Aminopolycarboxylate Ligands for Sb(III) Complexation: PCTA and Its Derivatives as a Promising Solution.

A double phosphabetaine formed from 1,3,5-triaza-7-phosphaadamantane (PTA) with acetylenedicarboxylic acid and its Ag(CF3SO3)-based coordination polymer

Gyula Tamás Gál

Papers

Towards Sustainable Catalysis ‐ Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts

Water-soluble Ag(I)-based coordination polymers obtained by anion-directed self-assembly of various AgX salts and a phosphabetaine derived from 1,3,5-triaza-7-phophaadamantane

Exploring Cyclic Aminopolycarboxylate Ligands for Sb(III) Complexation: PCTA and Its Derivatives as a Promising Solution.

A double phosphabetaine formed from 1,3,5-triaza-7-phosphaadamantane (PTA) with acetylenedicarboxylic acid and its Ag(CF3SO3)-based coordination polymer