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Minami-rinkan, Japan

Asai T.,Kyoto University | Takata A.,Yamada Chemical Co. | Nagaki A.,Kyoto University | Yoshida J.-I.,Kyoto University
ChemSusChem | Year: 2012

An effective method for the synthesis of photochromic diarylethenes through the generation of heteroaryllithiums and subsequent reaction with octafluorocyclopentene has been developed by using integrated flow microreactor systems. Reactions can be conducted without using cryogenic conditions by virtue of effective temperature and residence time control, although much lower temperatures (<-78°C) are needed for batch macroreactions. Moreover, the synthesis of unsymmetrical diarylethenes, which is difficult to achieve when using conventional batch macrosystems, has been accomplished based on the selective introduction of one aryl group to give arylheptafluorocyclopentene followed by the introduction of another aryl group. The productivity of the laboratory-scale system is approximately 0.5 mmolmin -1. Therefore, the present integrated flow microreactor method serves as a practical way of synthesizing various photochromic diarylethene derivatives. Too successful to be cool: An effective method for the synthesis of photochromic diarylethenes has been developed by using integrated flow microreactor systems. Reactions can be conducted without the need for cryogenic conditions by using these systems (see picture). The synthesis of unsymmetrical diarylethenes, which is difficult to achieve by using conventional macro batch systems, has also been accomplished. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Asai T.,Kyoto University | Takata A.,Yamada Chemical Co. | Ushiogi Y.,Yamada Chemical Co. | Iinuma Y.,Yamada Chemical Co. | And 2 more authors.
Chemistry Letters | Year: 2011

Reaction-pathway control of benzo[b]thiophen-3-yllithium and benzo[b]furan-3-yllithium was accomplished in flow microreactor systems. We could switch between the reaction with an electrophile before ring-opening and that after ring-opening at will by choosing an appropriate residence-time and temperature. © 2011 The Chemical Society of Japan. Source


Toyota T.,Chiba University | Toyota T.,University of Tokyo | Fujito H.,Chiba University | Suganami A.,Chiba University | And 9 more authors.
Bioorganic and Medicinal Chemistry | Year: 2014

Liposomally formulated indocyanine green (LP-ICG) has drawn much attention as a highly sensitive near-infrared (NIR)-fluorescence probe for tumors or lymph nodes in vivo. We synthesized ICG derivatives tagged with alkyl chains (ICG-Cn), and we examined NIR-fluorescence imaging for lymph nodes in the lower extremities of mice by using liposomally formulated ICG-Cn (LP-ICG-Cn) as well as conventional liposomally formulated ICG (LP-ICG) and ICG. Analysis with a noninvasive preclinical NIR-fluorescence imaging system revealed that LP-ICG-Cn accumulates in only the popliteal lymph node 1 h after injection into the footpad, whereas LP-ICG and ICG accumulate in the popliteal lymph node and other organs like the liver. This result indicates that LP-ICG-Cn is a useful NIR-fluorescence probe for noninvasive in vivo bioimaging, especially for the sentinel lymph node. © 2013 Elsevier Ltd. All rights reserved. Source

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