221292-47-3Relevant academic research and scientific papers
Synthesis and Delayed Fluorescent Properties of p-Nido-Carborane-Triarylborane Conjugates with a Methyl-Substituted Phenylene Linker
Sujith, Surendran,Lee, Min Hyung
supporting information, p. 43 - 47 (2020/11/30)
A series of p-nido-carborane-triarylborane conjugates (nido-1-3) in which a methyl group is introduced at the ortho-position to the carborane cage in the phenylene linker was prepared and characterized. All compounds exhibit broad low-energy absorptions (
Alkynyl Moiety for Triggering 1,2-Metallate Shifts: Enantiospecific sp2–sp3 Coupling of Boronic Esters with p-Arylacetylenes
Ganesh, Venkataraman,Odachowski, Marcin,Aggarwal, Varinder K.
supporting information, p. 9752 - 9756 (2017/08/08)
The enantiospecific coupling of secondary and tertiary boronic esters to aromatics has been investigated. Using p-lithiated phenylacetylenes and a range of boronic esters coupling has been achieved by the addition of N-bromosuccinimide (NBS). The alkyne functionality of the intermediate boronate complex reacts with NBS triggering the 1,2-migration of the group on boron to carbon giving a dearomatized bromoallene intermediate. At this point elimination and rearomatization occurs with neopentyl boronic esters, giving the coupled products. However, using pinacol boronic esters, the boron moiety migrates to the adjacent carbon resulting in formation of ortho boron-incorporated coupled products. The synthetic utility of the boron incorporated product has been demonstrated by orthogonal transformation of both the alkyne and boronic ester functionalities.
Photochemical behavior of (diphosphine)(η2-tolane)Pt 0 complexes. Part A: Experimental considerations in solution and in the solid state
Weisheit, Thomas,Escudero, Danie,Petzold, Holm,Goerls, Helmar,Gonzalez, Leticia,Weigand, Wolfgang
experimental part, p. 9493 - 9504 (2011/01/11)
A series of various (diphosphine)(η2-tolane)Pt0 complexes exhibiting manifold substitution pattern of the tolane ligand (5a-g) and different rigid diphosphines defining various bite angles at the Pt center (9a-b) have been synthesized. All compounds were isolated and characterized by means of spectroscopic methods and additionally by X-ray structure determination (5a-e, 9a-b). In view of potential Caryl-Cethynyl bond activation, we investigated their photochemical behavior in the solid state as well as in solution by irradiating with sunlight. The reactivity towards C aryl-Cethynyl bond activation in the crystalline state and in solution is discussed in relation to substituents attached to the tolane ligand and on the extent of the torsion of its phenyl rings. Complexes 5a-c and 9a either bearing electron withdrawing bromides or possessing a large dihedral angle of the phenyl rings, showed selective oxidative addition of the C aryl-Cethynyl bond to the Pt center in the solid state, yielding complexes 6a-c and 10a, respectively. In contrast, 5d-f and 9b proved to be unreactive under similar conditions because of their electron donating methoxy groups as well as the reduced twisting of their phenyl or pyridyl moieties of the tolane ligands. Irradiation of complexes 5a and 5b with sunlight in solution revealed the formation of the appropriate C-Br activated compounds 7a and 7b along with 6a and 6b in a 1:1 mixture. The observed photochemical Caryl-Cethynyl bond activation is reversible under thermal conditions, regaining the appropriate Pt0 complexes by reductive elimination.
Soluble ferrocene conjugates for incorporation into self-assembled monolayers
Yu,Chong, Yoochul,Kayyem, Jon Faiz,Gozin, Michael
, p. 2070 - 2079 (2007/10/03)
A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.
