Post-Functionalization of an Anderson-Type Polyoxomolybdate Using a Metal-Free Diels-Alder Click Reaction

2013 ◽  
Vol 2013 (8) ◽  
pp. 1381-1389 ◽  
Author(s):  
Hai-Kuan Yang ◽  
Ming-Ming Su ◽  
Li-Jun Ren ◽  
Jing Tang ◽  
Yu-Kun Yan ◽  
...  
Keyword(s):  
Click Reaction ◽  
Diels Alder ◽  
Metal Free ◽  
Post Functionalization

1,3-dipolar cycloaddition in the synthesis of glycoconjugates of natural chlorins and bacteriochlorins

2009 ◽  
Vol 13 (03) ◽  
pp. 336-345 ◽  
Author(s):  
Mikhail A. Grin ◽  
Ivan S. Lonin ◽  
Anna A. Lakhina ◽  
Elena S. Ol'shanskaya ◽  
Alexey I. Makarov ◽  
...  
Keyword(s):  
Triple Bond ◽  
Tautomeric Form ◽  
Click Reaction ◽  
Copper Cation ◽  
Water Soluble ◽  
Dipolar Cycloaddition ◽  
Nmr Studies ◽  
Metal Free ◽  
Cu Complex ◽  
Derivatives Of

Glucose-, galactose- and lactose-containing photosensitizers based on derivatives of chlorophyll a and bacteriochlorophyll a were synthesized with the use of [3+2] cycloaddition between sugar azides and triple bond derivatives of chlorins and bacteriochlorins. Unlike bacteriochlorin cycloimide, chlorin was detected to form a Cu -complex during the click reaction. An approach to the synthesis of metal-free glycosylated chlorins was developed with the use of "protection" by Zn 2+ cation and subsequent demetalation. It is based on the action of alkynyl chlorin e6 derivative Zn -complex, which is resistant to the substitution by copper cation. Bacteriochlorin p cycloimide conjugate with per-acetylated β-D-lactose was obtained and shown to become water-soluble after unblocking of the lactose hydroxy functions. NMR studies allowed for the elucidation of structure, tautomeric form and conformation of the obtained compounds.

Synthesis and Characterization of a Novel Linear Benzoxazine-Containing Polytriazole via Metal-Free Click Reaction and its Self-Crosslinking Behavior

2012 ◽  
Vol 557-559 ◽  
pp. 973-978
Author(s):  
Zhong Yi Xu ◽  
Lei Du ◽  
Li Qiang Wan ◽  
Fa Rong Huang
Keyword(s):  
Click Reaction ◽  
Decomposition Temperature ◽  
Linear Polymer ◽  
The Novel ◽  
Metal Free ◽  
Crosslinked Polymer ◽  
Degradation Behaviors ◽  
Ft Ir ◽  
Increasing Temperature

A novel linear benzoxazine-containing polytriazole was successfully synthesized via metal-free click reaction. Benefited from the advantages of click reaction, the synthesis procedure was easily and efficiently. The linear polymer could be transformed into crosslinked structure after ring-opening polymerization of oxazine induced by the increasing temperature. The FT-IR characterization verified the structure transformation between linear and crosslinked polymer. Moreover, the thermal properties and thermal degradation behaviors of linear polymer and the corresponding crosslinked polymer were studied by DSC and TGA. The novel polytriazole was proved to be a kind of thermal stable polymers with high thermal decomposition temperature (Td5over 300°C).

Efficient Metal-Free Norbornadiene–Maleimide Click Reaction for the Formation of Molecular Bottlebrushes

2021 ◽  
Author(s):  
Zheqi Li ◽  
Wangmeng Hou ◽  
Yuanchao Li ◽  
Jianxiong Xu ◽  
Yi Shi ◽  
...  
Keyword(s):  
Click Reaction ◽  
Metal Free

scholarly journals Metal-Free Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups

2021 ◽  
Author(s):  
Benedikt Grau ◽  
Maximilian Dill ◽  
Frank Hampel ◽  
Axel Kahnt ◽  
Norbert Jux ◽  
...  
Keyword(s):  
Liquid Crystalline ◽  
Diels Alder ◽  
Domino Reaction ◽  
Aromatic Rings ◽  
Light Emitting ◽  
Crystalline Materials ◽  
Metal Free ◽  
Synthetic Strategy ◽  
Starting Compound ◽  
Liquid Crystalline Materials

Hexaarylbenzene (HAB) derivatives are versatile aromatic systems playing a significant role as chromophores, liquid crystalline materials, molecular receptors, redox materials, organic light-emitting diodes and photochemical switches. Statistical synthesis of simple symmetrical HABs is known <i>via</i> low-yielding cyclotrimerization or Diels-Alder reactions. By contrast, the synthesis of more complex, asymmetrical systems, and without involvement of statistical steps, remains an unsolved problem. Here we present a generally applicable synthetic strategy to access asymmetrical HAB <i>via</i> an atom-economical and high-yielding metal-free four-step domino reaction using nitrostyrenes and <i>α,α</i>-dicyanoolefins as easily available starting materials. Resulting domino product – functionalized triarylbenzene (TAB) - can be used as a key starting compound to furnish asymmetrically substituted hexaarylbenzenes in high overall yield and without involvement of statistical steps. This straightforward domino process represents a distinct approach to creating diverse and still unexplored HAB scaffolds, containing six different aromatic rings around central benzene core.

scholarly journals One-Pot and Metal-Free Synthesis of 3-Arylated 4-Nitrophenols via Polyfunctionalized Cyclohexanones from β-Nitrostyrenes

2020 ◽  
Author(s):  
Haruyasu Asahara ◽  
Minami Hiraishi ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Dimethyl Sulfoxide ◽  
Catalytic Amount ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Metal Free ◽  
Diels Alder Reaction ◽  
Thienyl Group ◽  
Danishefsky's Diene

β-Nitrostyrenes underwent the Diels-Alder reaction with Danishefsky’s diene to afford cyclohexenes together with the corresponding hydrolyzed products, 3-arylated 5-methoxy-4-nitrocyclohexanones. When the reaction was conducted in the presence of water, the cyclohexenes were efficiently hydrolyzed into cyclohexanones. Subsequent aromatization by heating the cyclohexanone with a catalytic amount of iodine in dimethyl sulfoxide gave 3-arylated 4-nitrophenols. The reaction of nitrostyrenes with Danishefsky’s diene could be conducted in one-pot to directly afford the corresponding nitrophenols. Moreover, a heteroaryl group such as a thienyl group could be introduced into the nitrophenol framework.

Metal-free activation of C–C multiple bonds through halide ion pairs: Diels–Alder reactions with subsequent aromatization

2008 ◽  
Vol 49 (29-30) ◽  
pp. 4546-4549 ◽  
Author(s):  
Helena Kaper ◽  
Markus Antonietti ◽  
Frédéric Goettmann
Keyword(s):  
Ion Pairs ◽  
Diels Alder ◽  
Multiple Bonds ◽  
Metal Free

Near-infrared light-responsive, diselenide containing core-cross-linked micelles prepared by the Diels–Alder click reaction for photocontrollable drug release application

2018 ◽  
Vol 9 (39) ◽  
pp. 4813-4823 ◽  
Author(s):  
Sabrina Aufar Salma ◽  
Maheshkumar Prakash Patil ◽  
Dong Woo Kim ◽  
Cuong Minh Quoc Le ◽  
Byung-Hyun Ahn ◽  
...  
Keyword(s):  
Drug Release ◽  
Near Infrared ◽  
Click Reaction ◽  
Diels Alder ◽  
Infrared Light ◽  
Near Infrared Light ◽  
Micelle System ◽  
Drug Vehicle

We report a facile and efficient preparation of a NIR-triggered micelle system for a drug vehicle.

Synthesis of Tetrahydroisoindolinones via a Metal‐Free Dehydrogenative Diels‐Alder Reaction

2019 ◽  
Vol 361 (10) ◽  
pp. 2268-2273 ◽  
Author(s):  
Wen‐Lei Xu ◽  
Lei Tang ◽  
Chen‐Yu Ge ◽  
Jie Chen ◽  
Ling Zhou
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Metal Free ◽  
Diels Alder Reaction
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