Literature DB >> 24292117

Supramolecular photochirogenesis.

Cheng Yang1, Yoshihisa Inoue.   

Abstract

Supramolecular photochirogenesis is a rapidly growing interdisciplinary area of science at the boundary of photochemistry, asymmetric synthesis and supramolecular chemistry. The major advantage of supramolecular photochirogenesis over the conventional molecular one is entropic in origin, being achieved by preorganizing substrate(s) in the ground state and manipulating subsequent photochemical transformation by weak but non-transient interactions in chiral supramolecular media. The chirality transfer often becomes more efficient through the cooperative non-covalent interactions and the confinement by host in both ground and excited states. Thus, all of the ground- and excited-state events, including complexation stoichiometry and affinity, chiroptical properties, photophysical behaviour and photochemical reactivity, jointly play pivotal roles in supramolecular photochirogenesis. This may appear to cause complication but in reality expands the range of manipulable factors and available experimental/theoretical tools for elucidating the mechanism and controlling photochirogenic processes both thermodynamically and kinetically, from which some new concepts/methodologies unique to supramolecular photochemistry, such as non-sensitizing catalytic photochirogenesis and wavelength-controlled photochirogenesis, have already been developed. In this review, we will discuss the recent progress and future perspective of supramolecular photochirogenesis.

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Year:  2014        PMID: 24292117     DOI: 10.1039/c3cs60339c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  14 in total

Review 1.  Enantioselective synthesis of heterocyclic compounds using photochemical reactions.

Authors:  Norbert Hoffmann
Journal:  Photochem Photobiol Sci       Date:  2021-11-25       Impact factor: 3.982

Review 2.  Synthesis of cyclodextrin derivatives for enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate.

Authors:  Xueqin Wei; Jiecheng Ji; Yongxin Nie; Liangjian Tang; Ming Rao; Xiaoqian Wang; Wanhua Wu; Dan Su; Zhihui Zhong; Cheng Yang
Journal:  Nat Protoc       Date:  2022-08-31       Impact factor: 17.021

Review 3.  Chiral Photocatalyst Structures in Asymmetric Photochemical Synthesis.

Authors:  Matthew J Genzink; Jesse B Kidd; Wesley B Swords; Tehshik P Yoon
Journal:  Chem Rev       Date:  2021-10-04       Impact factor: 60.622

Review 4.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

5.  Cyclobutene vs 1,3-Diene Formation in the Gold-Catalyzed Reaction of Alkynes with Alkenes: The Complete Mechanistic Picture.

Authors:  M Elena de Orbe; Laura Amenós; Mariia S Kirillova; Yahui Wang; Verónica López-Carrillo; Feliu Maseras; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

6.  Trace mild acid-catalysed ZE isomerization of norbornene-fused stilbene derivatives: intelligent chiral molecular photoswitches with controllable self-recovery.

Authors:  Taotao Hao; Yongsheng Yang; Wenting Liang; Chunying Fan; Xin Wang; Wanhua Wu; Xiaochuan Chen; Haiyan Fu; Hua Chen; Cheng Yang
Journal:  Chem Sci       Date:  2020-12-28       Impact factor: 9.825

7.  Solvent-Driven Chirality Switching of a Pillar[4]arene[1]quinone Having a Chiral Amine-Substituted Quinone Subunit.

Authors:  Chunhong Liu; Zhipeng Yu; Jiabin Yao; Jiecheng Ji; Ting Zhao; Wanhua Wu; Cheng Yang
Journal:  Front Chem       Date:  2021-07-07       Impact factor: 5.221

8.  A Chiral Thiourea as a Template for Enantioselective Intramolecular [2 + 2] Photocycloaddition Reactions.

Authors:  Florian Mayr; Richard Brimioulle; Thorsten Bach
Journal:  J Org Chem       Date:  2016-06-09       Impact factor: 4.354

9.  Enantioselective Intermolecular [2 + 2] Photocycloaddition Reactions of 2(1H)-Quinolones Induced by Visible Light Irradiation.

Authors:  Andreas Tröster; Rafael Alonso; Andreas Bauer; Thorsten Bach
Journal:  J Am Chem Soc       Date:  2016-06-16       Impact factor: 15.419

10.  Organic core-shell-shaped micro/nanoparticles from twisted macrocycles in Schiff base reaction.

Authors:  Huaiyu Chen; Chao Huang; Yazhou Ding; Qi-Long Zhang; Bi-Xue Zhu; Xin-Long Ni
Journal:  Chem Sci       Date:  2018-10-15       Impact factor: 9.825

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