@article{52be7ca206f34b46889ee15fd8159eec,
title = "Synthesis of [8]Cycloparaphenylene-octacarboxylates via Rh-Catalyzed Stepwise Cross-Alkyne Cyclotrimerization",
abstract = "The synthesis of C4- and C2-symmetrical [8]cycloparaphenylene (CPP)-octacarboxylates has been achieved via macrocyclization by the rhodium-catalyzed intermolecular stepwise cross-cyclotrimerization and subsequent reductive aromatization. The C4-symmetrical octa-tert-butyl [8]CPP-octacarboxylate forms a dimer in which eight ester moieties face each other. The dimers are aligned so as to make a one-dimensional column with a channel structure inside. Both absorption and fluorescence maxima of [8]CPP-octacarboxylates in CHCl3 were significantly blue-shifted compared to those of [8]CPP due to the presence of eight electron-withdrawing ester moieties.",
author = "Norihiko Hayase and Yuta Miyauchi and Yukimasa Aida and Haruki Sugiyama and Hidehiro Uekusa and Yu Shibata and Ken Tanaka",
note = "Funding Information: This work was supported partly by ACT-C (No. JPMJCR1122YR) from the Japan Science and Technology Agency (Japan) and Grants-in-Aid for Scientific Research (Nos. 15H03775 and 26102004) from the Ministry of Education, Culture, Sports, Science and Technology (Japan). We thank Prof. Keisuke Suzuki and Prof. Ken Ohmori (Tokyo Institute of Technology) for collecting the 13C NMR spectrum of 7bb, Prof. Takashi Ishizone (Tokyo Institute of Technology) for his valuable advice for the preparation of sodium and lithium naphthalenides, and Mr. Shuhei Nishigaki (Tokyo Institute of Technology) for his assistance for the analysis of the packing structures of the octa-tert-butyl [8]CPP-octacarboxylate. We also thank Takasago International Corp. for the gift of H8-BINAP and Umicore for generous support in supplying the rhodium complex. Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",
year = "2017",
month = jun,
day = "2",
doi = "10.1021/acs.orglett.7b01231",
language = "English",
volume = "19",
pages = "2993--2996",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "11",
}