A hydrogen-bonded organic framework based on redox-active tri(dithiolylidene)cyclohexanetrione

The problems such as low cycle stability, poor ion mobility and weak conductivity hinder the development of organic electrode materials. Herein, one of robust porous hydrogen-bonded organic framework (HOF), CPHATN-1a,...

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Crucial role of blocking inaccessible cages in the simulation of gas adsorption in a paddle-wheel metal–organic framework

RSC Advances ◽

10.1039/c3ra42213e ◽

2013 ◽

Vol 3 (36) ◽

pp. 16152 ◽

Cited By ~ 9

Author(s):

Kang Zhang ◽

Anjaiah Nalaparaju ◽

Yifei Chen ◽

Jianwen Jiang

Keyword(s):

Crucial Role ◽

Gas Adsorption ◽

Metal Organic Framework ◽

Paddle Wheel ◽

Metal Organic ◽

Organic Framework

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Nickel-Catalyzed Site- and Stereoselective Reductive Alkylalkynylation of Alkynes

10.26434/chemrxiv.13182590 ◽

2020 ◽

Author(s):

Yi Jiang ◽

Jiaoting Pan ◽

Tao Yang ◽

Joel Jun Han Lim ◽

Yu Zhao ◽

...

Keyword(s):

Organic Chemistry ◽

Functional Groups ◽

Multicomponent Reaction ◽

Alkyl Group ◽

Crucial Role ◽

Building Blocks ◽

Radical Addition ◽

Active Esters ◽

Redox Active

Development of a catalytic multicomponent reaction by orthogonal activation of readily available substrates for the streamlined difunctionalization of alkynes is a compelling objective in organic chemistry. Alkyne carboalkynylation, in particular, offers a direct entry to valuable 1,3-enynes with different substitution patterns. Here, we show that the synthesis of stereodefined 1,3-enynes featuring a trisubstituted olefin is achieved by merging alkynes, alkynyl bromides and redox-active N-(acyloxy)phthalimides through nickel-catalyzed reductive alkylalkynylation. Products are generated in up to 89% yield as single regio- and E isomers. Transformations are tolerant of diverse functional groups and the resulting 1,3-enynes are amenable to further elaboration to synthetically useful building blocks. With olefin-tethered N-(acyloxy)phthalimides, a cascade radical addition/cyclization/alkynylation process can be implemented to obtain 1,5-enynes. The present study underscores the crucial role of redox-active esters as superior alkyl group donors compared to haloalkanes in reductive alkyne dicarbofunctionalizations.

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Constructing redox-active microporous hydrogen-bonded organic framework by imide-functionalization: Photochromism, electrochromism, and selective adsorption of C2H2 over CO2

Chemical Engineering Journal ◽

10.1016/j.cej.2019.123117 ◽

2020 ◽

Vol 383 ◽

pp. 123117 ◽

Cited By ~ 4

Author(s):

Li Wang ◽

Lixiao Yang ◽

Lele Gong ◽

Rajamani Krishna ◽

Zhi Gao ◽

...

Keyword(s):

Selective Adsorption ◽

Redox Active ◽

Organic Framework ◽

Hydrogen Bonded

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Nickel-Catalyzed Site- and Stereoselective Reductive Alkylalkynylation of Alkynes

10.26434/chemrxiv.13182590.v2 ◽

2020 ◽

Author(s):

Yi Jiang ◽

Jiaoting Pan ◽

Tao Yang ◽

Joel Jun Han Lim ◽

Yu Zhao ◽

...

Keyword(s):

Organic Chemistry ◽

Functional Groups ◽

Multicomponent Reaction ◽

Alkyl Group ◽

Crucial Role ◽

Building Blocks ◽

Radical Addition ◽

Active Esters ◽

Redox Active

Development of a catalytic multicomponent reaction by orthogonal activation of readily available substrates for the streamlined difunctionalization of alkynes is a compelling objective in organic chemistry. Alkyne carboalkynylation, in particular, offers a direct entry to valuable 1,3-enynes with different substitution patterns. Here, we show that the synthesis of stereodefined 1,3-enynes featuring a trisubstituted olefin is achieved by merging alkynes, alkynyl bromides and redox-active N-(acyloxy)phthalimides through nickel-catalyzed reductive alkylalkynylation. Products are generated in up to 89% yield as single regio- and E isomers. Transformations are tolerant of diverse functional groups and the resulting 1,3-enynes are amenable to further elaboration to synthetically useful building blocks. With olefin-tethered N-(acyloxy)phthalimides, a cascade radical addition/cyclization/alkynylation process can be implemented to obtain 1,5-enynes. The present study underscores the crucial role of redox-active esters as superior alkyl group donors compared to haloalkanes in reductive alkyne dicarbofunctionalizations.

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Site- and Stereoselective Reductive Alkylalkynylation of Alkynes using Redox-Active Esters as Alkyl Group Donors

10.26434/chemrxiv.13182590.v1 ◽

2020 ◽

Author(s):

Yi Jiang ◽

Jiaoting Pan ◽

Tao Yang ◽

Joel Jun Han Lim ◽

Yu Zhao ◽

...

Keyword(s):

Organic Chemistry ◽

Functional Groups ◽

Multicomponent Reaction ◽

Alkyl Group ◽

Crucial Role ◽

Building Blocks ◽

Radical Addition ◽

Active Esters ◽

Redox Active

Development of a catalytic multicomponent reaction by orthogonal activation of readily available substrates for the streamlined difunctionalization of alkynes is a compelling objective in organic chemistry. Alkyne carboalkynylation, in particular, offers a direct entry to valuable 1,3-enynes with different substitution patterns. Here, we show that the synthesis of stereodefined 1,3-enynes featuring a trisubstituted olefin is achieved by merging alkynes, alkynyl bromides and redox-active N-(acyloxy)phthalimides through nickel-catalyzed reductive alkylalkynylation. Products are generated in up to 89% yield as single regio- and E isomers. Transformations are tolerant of diverse functional groups and the resulting 1,3-enynes are amenable to further elaboration to synthetically useful building blocks. With olefin-tethered N-(acyloxy)phthalimides, a cascade radical addition/cyclization/alkynylation process can be implemented to obtain 1,5-enynes. The present study underscores the crucial role of redox-active esters as superior alkyl group donors compared to haloalkanes in reductive alkyne dicarbofunctionalizations.

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