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Issue 2, 2014
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Synthesis of diastereometrically pure cubane-like photodimers from 2,4-pentanediyl-bis-2-naphthoates

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Abstract

Irradiation of (2R,4R)-(−)- and (2S,4S)-(+)-2,4-pentanediyl-bis-2-naphthoates (1R and 1S, respectively) in organic solutions exclusively results in cubane-like antiHH photodimers in 100% yield. Asymmetric induction with 100% diastereometric excess (de) has been achieved and the absolute configuration of the yielded diastereomers has been established. Moreover, irradiation of (2R,4S)-2,4-pentanediyl-bis-2-naphthoate (1M) gives cubane-like synHH photodimers in 100% yield.

Graphical abstract: Synthesis of diastereometrically pure cubane-like photodimers from 2,4-pentanediyl-bis-2-naphthoates

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Publication details

The article was received on 14 Sep 2013, accepted on 14 Oct 2013 and first published on 31 Oct 2013


Article type: Paper
DOI: 10.1039/C3PP50326G
Citation: Photochem. Photobiol. Sci., 2014,13, 261-265
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    Synthesis of diastereometrically pure cubane-like photodimers from 2,4-pentanediyl-bis-2-naphthoates

    S. Cheng, B. Chen, X. Yang, L. Luo, L. Zhang, L. Wu and C. Tung, Photochem. Photobiol. Sci., 2014, 13, 261
    DOI: 10.1039/C3PP50326G

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