08-22-2021-0204 - Aroyls (univalent radical R-CO-; triplet triplet energy process; hydropert (tertbutyhydroper); etc.)

Issue 21, 2018

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Dalton Transactions

Synthesis of unsymmetrical multi-aroyl derivatives of ferrocene using palladium catalysed oxidative C–H aroylation†

Mayukh Deb,a Susanta Hazra,a Ajay Guptaa and Anil J. Elias *a
Author affiliations
Abstract

A palladium catalysed methodology for mono-selective oxidative aroylation of ferrocene has been achieved. 10 mol% of Pd(OAc)2 was used as the catalyst for this radical aroylation reaction using O-methyl-oxime as the directing group. tert-Butyl hydroperoxide was used as an oxidant and both aldehydes and alcohols were used as acyl-equivalents. The protocol has been extended to aryl, heteroaryl and sterically hindered aroylating agents. Acidic-hydrolysis with 6(N) HCl of the directing group resulted in unsymmetrically substituted ketone derivatives of ferrocene, which have not been achieved otherwise.



https://pubs.rsc.org/en/content/articlelanding/2018/dt/c8dt01147h

aroyl (English)
Noun aroyl (pl. aroyls)

(organic chemistry) Any univalent radical R-CO- derived from an aromatic carboxylic acid
See also
benzoyl
Anagrams
Royal, royal

https://www.wordsense.eu/aroyl/



Anal Chem

. 2000 Jan 1;72(1):198-205. doi: 10.1021/ac990783a.
Quenching and enhancement of aroyl luminescence in excited nitrogen
Z P Lin 1, W A Aue
Affiliations expand
PMID: 10655654
DOI: 10.1021/ac990783a

Abstract

This study investigates both decreases and increases of aromatic carbonyl phosphorescence in excited nitrogen, i.e., in a gas-chromatographic device called the aroyl luminescence detector (ALD). The ALD responds, with nigh specificity, to subpicogram amounts of strongly phosphorescing aroyls. Aroyl response may, however, be quenched by coeluting peaks or gaseous impurities. This deleterious effect has been investigated with O2, H2, CH4, and C3H8 as model quenchers. Aroyl phosphorescence is more severely quenched than the nitrogen background, i.e., the so-called second-positive system, N2 (C 3 pi u)-->N2 (B 3 pi g). Oxygen, while being the strongest among the tested quenchers of aroyl phosphorescence, is the weakest quencher of nitrogen emission. The efficiency of various quenchers is similar for aroyl compounds of similar structure. It differs, however--though not by more than a factor of 2--among aroyls of different chemical types. In contrast to these intensity-reducing effects, aroyl phosphorescence is significantly enhanced by the addition of argon to (the carrier and excitation gas) nitrogen. It is proposed that the reaction sequence Ar*(3P0,2) + N2-->N2(C)*-->N2(B)* + hv-->N2(A)* + hv results in an increased yield of the metastable N2(A 3 sigma u+) state (this state being considered responsible for the n-->pi* excitation of aroyl compounds via an efficient triplet-triplet energy-transfer process).

https://pubmed.ncbi.nlm.nih.gov/10655654/

https://pubmed.ncbi.nlm.nih.gov/21850361/

https://pubs.rsc.org/en/content/articlelanding/2011/cc/c1cc13884g

https://pubs.acs.org/doi/10.1021/acs.orglett.9b01204

https://www.researchgate.net/profile/Supriya-Rej/publication/334978732_RhodiumI-Catalyzed_Mono-Selective_C-H_Alkylation_of_Benzenesulfonamides_with_Terminal_Alkenes/links/5d538c85299bf16f0736a6ba/RhodiumI-Catalyzed-Mono-Selective-C-H-Alkylation-of-Benzenesulfonamides-with-Terminal-Alkenes.pdf

https://hal.archives-ouvertes.fr/hal-03007603/file/HAL%20ACIE%202020.pdf

https://pubs.rsc.org/en/content/articlelanding/2017/qo/c7qo00717e/unauth

https://www.tandfonline.com/doi/abs/10.1080/00397919408012625

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7054898/

https://www.semanticscholar.org/paper/Selective-oxidative-debenzylation-of-mono-and-in-of-Niemietz-Perkams/30176ec792a83feb13763e306fd7fb9a86fafbe5

https://pubag.nal.usda.gov/catalog/6590693

https://www.researchgate.net/publication/51579599_ChemInform_Abstract_Selective_Oxidative_Debenzylation_of_Mono-_and_Oligosaccharides_in_the_Presence_of_Azides

https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cctc.202100268

https://www.pnas.org/content/106/44/18463

https://www.sciencedirect.com/science/article/abs/pii/000862159400282K

https://www.infona.pl/resource/bwmeta1.element.elsevier-5d1343a5-e666-3e13-a609-abf4895cb15b

https://www.nature.com/articles/s42004-018-0044-9