Chirality solely due to the presence of an excited state

E.W. Meijer; H. Wynberg

doi:10.1002/anie.198809751

Chirality solely due to the presence of an excited state

E.W. Meijer, H. Wynberg

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Abstract

2-(Methoxymethylene)adamantane-4-one (I) was photoautoxidized to the dioxetane II (69% enantiomer excess); II decompd. thermally to give chiral excited 2,4-adamantanedione (III), the decay of which to achiral ground state III was characterized by circular polarization chemiluminescence. The racemization of excited III and the intramol. energy transfer assocd. with its decay are related to the UV and circularly polarized CD of III and the CD of III-18O. [on SciFinder (R)]

Original language	English
Pages (from-to)	975-975
Number of pages	1
Journal	Angewandte Chemie - International Edition
Volume	27
Issue number	7
DOIs	https://doi.org/10.1002/anie.198809751
Publication status	Published - 1988

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title = "Chirality solely due to the presence of an excited state",

abstract = "2-(Methoxymethylene)adamantane-4-one (I) was photoautoxidized to the dioxetane II (69% enantiomer excess); II decompd. thermally to give chiral excited 2,4-adamantanedione (III), the decay of which to achiral ground state III was characterized by circular polarization chemiluminescence. The racemization of excited III and the intramol. energy transfer assocd. with its decay are related to the UV and circularly polarized CD of III and the CD of III-18O. [on SciFinder (R)]",

author = "E.W. Meijer and H. Wynberg",

year = "1988",

doi = "10.1002/anie.198809751",

language = "English",

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pages = "975--975",

journal = "Angewandte Chemie - International Edition",

issn = "0570-0833",

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number = "7",

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T1 - Chirality solely due to the presence of an excited state

AU - Meijer, E.W.

AU - Wynberg, H.

PY - 1988

Y1 - 1988

N2 - 2-(Methoxymethylene)adamantane-4-one (I) was photoautoxidized to the dioxetane II (69% enantiomer excess); II decompd. thermally to give chiral excited 2,4-adamantanedione (III), the decay of which to achiral ground state III was characterized by circular polarization chemiluminescence. The racemization of excited III and the intramol. energy transfer assocd. with its decay are related to the UV and circularly polarized CD of III and the CD of III-18O. [on SciFinder (R)]

AB - 2-(Methoxymethylene)adamantane-4-one (I) was photoautoxidized to the dioxetane II (69% enantiomer excess); II decompd. thermally to give chiral excited 2,4-adamantanedione (III), the decay of which to achiral ground state III was characterized by circular polarization chemiluminescence. The racemization of excited III and the intramol. energy transfer assocd. with its decay are related to the UV and circularly polarized CD of III and the CD of III-18O. [on SciFinder (R)]

U2 - 10.1002/anie.198809751

DO - 10.1002/anie.198809751

M3 - Article

SN - 0570-0833

VL - 27

SP - 975

EP - 975

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 7

ER -

Chirality solely due to the presence of an excited state

Abstract

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