Supramolecular photocyclodimerization of 2-hydroxyanthracene with a chiral hydrogen-bonding template, cyclodextrin and serum albumin

Fukuhara, Gaku; Umehara, Hiroaki; Higashino, Saki; Nishijima, Masaki; Yang, Cheng; Mori, Tadashi; Wada, Takehiko; Inoue, Yoshihisa

doi:10.1039/c3pp50127b

Cited by 11 publications

(6 citation statements)

References 52 publications

(10 reference statements)

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“…Supramolecular chemistry [1] has been one of the most attractive research topic of modern chemistry, and is still receiving rapid progresses in multidisciplinary fields, such as supramolecular photochirogenesis [2,3], organic electronic devices [4,5] and biocompatible materials [6]. Stimuli-responsive supramolecular systems is particularly intriguing because they provides an attractive approach for creating novel materials that are capable of responding to environmental changes [7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Recent advance of photochromic diarylethenes-containing supramolecular systems

Xiao

Zhao

Zhou

et al. 2015

Chinese Chemical Letters

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Section: Introductionmentioning

confidence: 99%

Recent advance of photochromic diarylethenes-containing supramolecular systems

Xiao

Zhao

Zhou

et al. 2015

Chinese Chemical Letters

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“…[ [311][312][313][314][315][316][317][318][319][320][321][322][323][324][325] A few examples are listed below in Schemes 30-33.…”

Section: Distinct Differences Exist Between the Rigidly Organized Strmentioning

confidence: 99%

Supramolecular photochemistry concepts highlighted with select examples

Ramamurthy

Mondal

2015

Journal of Photochemistry and Photobiology C: Photochemistry Re

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‗Supramolecular Photochemistry' (SP) deals with a study of the properties of molecules in their excited states where the medium plays a significant role. While ‗Molecular Photochemistry' (MP) deals with studies in isotropic solution, the SP deals with reactant molecules that interact weakly with their surroundings. The surroundings in general are highly organized assemblies such as crystals, liquid crystals, micelles, hostguest structures etc. The behavior of exited molecules in SP unlike in isotropic solution is controlled not only by their inherent electronic and steric properties but also by the immediate surroundings. The weak interactions that control the chemistry include van der Walls, hydrophobic, C-H-, - and several types of hydrogen bonds. In this review the uniqueness of SP compared to MP is highlighted with examples chosen from reactions in crystals, micelles and host-guest assemblies. In spite of distinctly different structures (crystals, micelles etc.) the influence of the medium could be understood on the basis of a model developed by G. M. J. Schmidt for photoreactions in crystals. The principles of reaction cavity model are briefly outlined in this review. There are a few important features that are specific to SP. For example, highly reactive molecules and intermediates could be stabilized in a confined environment; they enable phosphorescence to be observed at room temperature and favor chiral induction in photochemical reactions. Using such examples the uniqueness of SP is highlighted. The future of SP depends on developing efficient and unique catalytic photoreactions using easily available reaction ‗containers'. In addition, their value in artificial photosynthesis should be established for SP to occupy a center stage in the future.

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“…Bovine and human serum albumins have also been used to induce chirogenesis in the photodimerization of 2-hydroxyanthracene 162 and of 15. [163][164][165][166] The protein environment presents hydrophobic pockets capable of hosting two or more chromophores in a chiral environment.…”

Section: Templated [4p+4p] Photocyclization Reactionsmentioning

confidence: 99%