The syntheses, structures and spectroelectrochemical properties of 6-oxo-verdazyl derivatives bearing surface anchoring groups

2022 ◽  
Author(s):  
Varshini Jayantha Kumar ◽  
Jian-Zhong Wu ◽  
Martyna Judd ◽  
Elodie ROUSSET ◽  
Marcus Korb ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Bearing Surface ◽  
Surface Anchoring ◽  
Verdazyl Radicals ◽  
Cross Coupling Reactions ◽  
Anchoring Groups ◽  
Spectroelectrochemical Properties

A series of 6-oxo verdazyl radicals functionalised at the 1- and 5-positions by methyl, thiomethyl and iodo groups were synthesised using conventional strategies. Facile Sonogashira cross-coupling reactions of terminal alkynes...

scholarly journals The syntheses, structures and spectroelectrochemical properties of 6-oxo-verdazyl derivatives bearing surface anchoring groups

2021 ◽  
Author(s):  
Varshini Kumar ◽  
Jian-Zhong Wu ◽  
Martyna Judd ◽  
Elodie Rousset ◽  
Marcus Korb ◽  
...  
Keyword(s):  
Closed Shell ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
X Ray Diffraction ◽  
Surface Anchoring ◽  
X Ray ◽  
Verdazyl Radicals ◽  
Cross Coupling Reactions ◽  
Td Dft ◽  
Anchoring Groups

A series of 6-oxo verdazyl radicals functionalised at the 1- and 5-positions by methyl, thiomethyl and iodo groups were synthesised using conventional strategies. Facile Sonogashira cross-coupling reactions of terminal alkynes with the diiodo analogue were used for synthetic elaboration of the verdazyl core structure with π-conjugated ethynyl groups. The radicals were characterised by EPR spectroscopy, single-crystal X-ray diffraction, cyclic voltammetry and optical spectroscopy. The chemically and electrochemically reversible oxidation and reduction of these radicals within a convenient redox window permitted further studies on the closed-shell cationic and anionic forms using spectroelectrochemical methods, supported by (TD-)DFT calculations.

CuI-catalyzed cross-coupling of terminal alkynes with dialkoxycarbenes: a general method for the synthesis of unsymmetrical propargylic acetals

2014 ◽  
Vol 12 (32) ◽  
pp. 6215-6222 ◽  
Author(s):  
Tiebo Xiao ◽  
Ping Zhang ◽  
Yang Xie ◽  
Jun Wang ◽  
Lei Zhou
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Cross Coupling Reactions ◽  
General Source ◽  
General Method

A general source of dialkoxycarbenes, 2,2-dialkoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazolines, have been successfully employed as coupling partners in CuI-catalyzed cross-coupling reactions with terminal alkynes, which afforded various unsymmetrical propargylic acetals in good yields.

Functionalized α,β-ynones: efficient ligand for Cu catalyzed Sonogashira-type cross-coupling reaction

RSC Advances ◽  
2016 ◽  
Vol 6 (111) ◽  
pp. 109296-109300 ◽  
Author(s):  
Xian Wang ◽  
Zhenhua Wang ◽  
Zunyuan Xie ◽  
Guofang Zhang ◽  
Weiqiang Zhang ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Cross Coupling Reactions ◽  
Aryl Iodides ◽  
Cross Coupling Reaction ◽  
The Cross

1,3-Yones as σ-, π-electron donating ligands significantly accelerated the cross-coupling reactions of aryl iodides with terminal alkynes, in which as low as 0.1 to 1 mol% of CuI were efficiently activated.

A Facile Stereoselective Synthesis of 1,3-dienyltellurides via Palladium Catalysed Cross-Coupling Reactions

2005 ◽  
Vol 2005 (6) ◽  
pp. 369-371 ◽  
Author(s):  
Mingzhong Cai ◽  
Junmin Chen ◽  
Wenyan Hao
Keyword(s):  
Stereoselective Synthesis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Cross Coupling Reactions

Hydrozirconation of terminal alkynes 1 gives (E)-alkenylzirconium complexes 3, which cross-couple with (E)-α-iodovinyltellurides 4 in the presence of [Pd(PPh3)4] catalyst to afford stereoselectively 1,3-dienyltellurides 5 in good yields.

ChemInform Abstract: Palladium-Catalyzed Cross-Coupling Reactions of Triarylbismuthanes with Terminal Alkynes under Aerobic Conditions.

ChemInform ◽  
2016 ◽  
Vol 47 (1) ◽  
Author(s):  
Mio Matsumura ◽  
Mizuki Yamada ◽  
Toshiyuki Tsuji ◽  
Yuki Murata ◽  
Naoki Kakusawa ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Aerobic Conditions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed
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