TY - JOUR
T1 - Photo racemization of 2,2′-dihydroxy-1,1′-binaphthyl derivatives
AU - Wang, Qingyu
AU - Pietropaolo, Adriana
AU - Fortino, Mariagrazia
AU - Song, Zhiyi
AU - Bando, Masayoshi
AU - Naga, Naofumi
AU - Nakano, Tamaki
N1 - Funding Information:
This work was supported in part by the Japan Society for the Promotion of Science (MEXT/JSPS KAKENHI) (Grant JP 19H02759) and in part by the Japan Science and Technology Agency (Grant JPMJTMl9E4). PRIN2017 (Grant 2017WBZFHL_003) is acknowledged for financial resources. The Technical Division of Institute for Catalysis, Hokkaido University is acknowledged for technical support.
Publisher Copyright:
© 2021 Wiley Periodicals LLC.
PY - 2022/2
Y1 - 2022/2
N2 - Photo racemization of 2,2′-dihydroxy-1,1′-binaphthyl (BINOL) and its monomethyl ether, monobutyl ether, and dimethyl ether was studied by means of circularly dichroism spectra, chiral HPLC, and theoretical calculations of rotation energy barriers. Racemization was fastest for BINOL and about one seventh as fast for the monomethyl and monobutyl ethers while it was too slow to be detected for the dimethyl ether under the present conditions.
AB - Photo racemization of 2,2′-dihydroxy-1,1′-binaphthyl (BINOL) and its monomethyl ether, monobutyl ether, and dimethyl ether was studied by means of circularly dichroism spectra, chiral HPLC, and theoretical calculations of rotation energy barriers. Racemization was fastest for BINOL and about one seventh as fast for the monomethyl and monobutyl ethers while it was too slow to be detected for the dimethyl ether under the present conditions.
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U2 - 10.1002/chir.23400
DO - 10.1002/chir.23400
M3 - Article
C2 - 34939234
AN - SCOPUS:85121493986
SN - 0899-0042
VL - 34
SP - 317
EP - 324
JO - Chirality
JF - Chirality
IS - 2
ER -