Regioselecitive Huisgen Cycloaddition within Porous Coordination Networks

被引：39

作者：

Kawamichi, Takehide ^{[1
]}

Inokuma, Yasuhide ^{[1
]}

Kawano, Masaki ^{[2
]}

Fujita, Makoto ^{[1
]}

机构：

[1] Univ Tokyo, Dept Appl Chem, Sch Engn, Bunkyo Ku, Tokyo 1138656, Japan

[2] POSTECH, Dept Chem, Pohang 790784, South Korea

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 13期

基金：

日本科学技术振兴机构;

关键词：

azides; cycloaddition; solid-state structures; huisgen reactions; METAL-ORGANIC FRAMEWORK; CATALYSIS; POLYMERS; CRYSTAL; CHEMISTRY; BINDING; DESIGN; PORES;

D O I：

10.1002/anie.201000018

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Pore it on: Huisgen 1,3-dipolarcycloaddition reactions of 2-(azidomethyl)triphenylene and alkynes (see scheme) took place within the pores of a porous coordination network in a single-crystal-tosingle-crystal fashion. Columnar π stacks and nanosized pores in the network complex enforce a particular orientation of the reactants such that the 1,4-substituted isomer of the 1,2,3-triazole product is selectively produced. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2375 / 2377

页数：3

共 50 条

[21] A new water-soluble ligand for efficient copper-catalyzed Huisgen cycloaddition of aliphatic azides and alkynes
Szafranski, Przemyslaw W.
Kasza, Patryk
Cegla, Marek T.
TETRAHEDRON LETTERS, 2015, 56 (45) : 6244 - 6247
[22] Bottom-Up Synthesis of Porous Coordination Frameworks: Apical Substitution of a Pentanuclear Tetrahedral Precursor
Wang, Xin-Long
Qin, Chao
Wu, Shui-Xing
Shao, Kui-Zhan
Lan, Ya-Qian
Wang, Shuang
Zhu, Dong-Xia
Su, Zhong-Min
Wang, En-Bo
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (29) : 5291 - 5295
[23] A porous coordination polymer with a reactive diiron paddlewheel unit
Kongpatpanich, Kanokwan
Horike, Satoshi
Sugimoto, Masayuki
Kitao, Shinji
Seto, Makoto
Kitagawa, Susumu
CHEMICAL COMMUNICATIONS, 2014, 50 (18) : 2292 - 2294
[24] Porous Coordination Polymer with Pyridinium Cationic Surface, [Zn2(tpa)2(Cpb)]
Higuchi, Masakazu
Tanaka, Daisuke
Horike, Satoshi
Sakamoto, Hirotoshi
Nakamura, Kohei
Takashima, Yohei
Hijikata, Yuh
Yanai, Nobuhiro
Kim, Jungeun
Kato, Kenichi
Kubota, Yoshiki
Takata, Masaki
Kitagawa, Susumu
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (30) : 10336 - +
[25] Synthesis of trifunctional thioureas bearing 1,5-disubstituted triazole tether by Ru-catalyzed Huisgen cycloaddition
Takasu, Kiyosei
Azuma, Takumi
Takemoto, Yoshiji
TETRAHEDRON LETTERS, 2010, 51 (20) : 2737 - 2740
[26] Nucleoside and nucleotide analogues by catalyst free Huisgen nitrile oxide-alkyne 1,3-dipolar cycloaddition
Algay, Virginie
Singh, Ishwar
Heaney, Frances
ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (02) : 391 - 397
[27] Coordination Network That Reversibly Switches between Two Nonporous Polymorphs and a High Surface Area Porous Phase
Zhu, Ai-Xin
Yang, Qing-Yuan
Kumar, Amrit
Crowley, Clare
Mukherjee, Soumya
Chen, Kai-Jie
Wang, Shi-Qiang
O'Nolan, Daniel
Shivanna, Mohana
Zaworotko, Michael J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (46) : 15572 - 15576
[28] In situ crosslinked hydrogels formed using Cu(I)-free Huisgen cycloaddition reaction
Clark, Meredith
Kiser, Patrick
POLYMER INTERNATIONAL, 2009, 58 (10) : 1190 - 1195
[29] Ascorbic Acid Based Ionic Liquids: Recyclable and Efficient Catalytic Systems for the Huisgen Cycloaddition
Koguchi, Shinichi
Nakamura, Kaori
SYNLETT, 2013, 24 (17) : 2305 - 2309
[30] Alkyne cellulose for Huisgen [3+2] cycloaddition with azido-terminated targets
Cao, Liangcheng
Wang, Yuechuan
JOURNAL OF APPLIED POLYMER SCIENCE, 2017, 134 (04)

← 1 2 3 4 5 →