1272-44-2Relevant articles and documents
REACTION OF METALLOCENYL THIOKETONES WITH C5H5- AND - ANIONS. PREPARATION AND CRYSTAL STRUCTURES OF DIMERIC CYMANTRENYLPHENYLFULVENE DERIVATIVES
Batsanov, A. S.,Dolgova, S. P.,Bakhmutov, V. I.,Struchkov, Yu. T.,Setkina, V. N.,Kursanov, D. N.
, p. 341 - 354 (1985)
Ferrocenyl- and cymantrenyl-phenylthioketone react with C5H5- or - anions forming ferrocenyl- and cymantrenyl-phenylfulvene.The latter readily undergoes a Diels-Alder dimerization or a cycloaddition with a starting thioketone or analogous ketone.Crystal structures of two dimeric products were established.
Popp,Moynahan
, p. 454 (1969)
Synthesis of ferrocenyl thioketones and their reactions with diphenyldiazomethane
Mlostoń, Grzegorz,Hamera, Róza,Heimgartner, Heinz
, p. 2125 - 2133 (2015)
A series of ferrocenyl ketones were obtained via the Friedel-Crafts acylation with mixed anhydrides using ferrocene as a nucleophilic agent or ferrocene carboxylic acid as a precursor of the electrophilic species. The ketones obtained thereby undergo smooth thionation (tetrahydrofuran, 65°C) with Lawesson's reagent. The ferrocenyl thioketones react with diphenyldiazomethane via N2 elimination to afford the hitherto unknown ferrocenyl-substituted thiiranes.
Systematic Evaluation of 1,2-Migratory Aptitude in Alkylidene Carbenes
Dale, Harvey J. A.,Nottingham, Chris,Poree, Carl,Lloyd-Jones, Guy C.
supporting information, p. 2097 - 2107 (2021/02/01)
Alkylidene carbenes undergo rapid inter- and intramolecular reactions and rearrangements, including 1,2-migrations of β-substituents to generate alkynes. Their propensity for substituent migration exerts profound influence over the broader utility of alkylidene carbene intermediates, yet prior efforts to categorize 1,2-migratory aptitude in these elusive species have been hampered by disparate modes of carbene generation, ultrashort carbene lifetimes, mechanistic ambiguities, and the need to individually prepare a series of 13C-labeled precursors. Herein we report on the rearrangement of 13C-alkylidene carbenes generated in situ by the homologation of carbonyl compounds with [13C]-Li-TMS-diazomethane, an approach that obviates the need for isotopically labeled substrates and has expedited a systematic investigation (13C{1H} NMR, DLPNO-CCSD(T)) of migratory aptitudes in an unprecedented range of more than 30 alkylidene carbenes. Hammett analyses of the reactions of 26 differentially substituted benzophenones reveal several counterintuitive features of 1,2-migration in alkylidene carbenes that may prove of utility in the study and synthetic application of unsaturated carbenes more generally.
Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones
Liu, Wenbo,Guo, Jun,Xing, Shipei,Lu, Zhan
supporting information, p. 2532 - 2536 (2020/04/02)
A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.
Design, synthesis and fungicidal activity studies of 3-ferrocenyl-N-acryloylmorpholine
Chen, Peiqi,Liu, Chunjuan,Hu, Jianfeng,Zhang, Hao,Sun, Ranfeng
, p. 113 - 121 (2017/12/12)
Ferrocene and its derivatives have been widely used in many fields and also used to modify and improve the performance. Particularly, their low toxicity also attract much attention in medical and pesticide fields. In order to get fungicides with higher biological activity, ferrocenyl groups were introduced into the skeleton of dimethomorph instead of phenyl groups and a series of 3-ferrocenyl-N-acryloylmorpholine were synthesized. The fungicidal bioassay results indicated that most of compounds showed moderate fungicidal activities against 14 kinds of agricultural pathogenic fungi and some compounds displayed higher fungicidal activities than that of dimethomorph. Intrestlingly, compounds 5(Z) exhibited better fungicidal activity against Sclerotinia sclerotiorum than that of compound 5(E).