Chiroptical molecular switch

B.L. Feringa; W.F. Jager; B. Lange, de; E.W. Meijer

doi:10.1021/ja00014a057

Chiroptical molecular switch

B.L. Feringa, W.F. Jager, B. Lange, de, E.W. Meijer

Macromolecular and Organic Chemistry

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Abstract

Methyl(methoxythioxanthylidene)phenanthrenes I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond) were prepd. and underwent photochem. cis-trans isomerization. Thus, 2,3-dihydro-7-methylhydrazone-4(1H)-phenanthrene was converted to its diazo compd. which cyclocondensed with 9H-thioxanthene-2-methoxy-9-thione to give I (R = MeO, R1 = H, R22 = S; R = H, R1 = MeO, R22 = S) which were desulfurized to give I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond). CD and UV spectra of the products were recorded. [on SciFinder (R)]

Original language	English
Pages (from-to)	5468-5470
Journal	Journal of the American Chemical Society
Volume	113
Issue number	14
DOIs	https://doi.org/10.1021/ja00014a057
Publication status	Published - 1991

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title = "Chiroptical molecular switch",

abstract = "Methyl(methoxythioxanthylidene)phenanthrenes I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond) were prepd. and underwent photochem. cis-trans isomerization. Thus, 2,3-dihydro-7-methylhydrazone-4(1H)-phenanthrene was converted to its diazo compd. which cyclocondensed with 9H-thioxanthene-2-methoxy-9-thione to give I (R = MeO, R1 = H, R22 = S; R = H, R1 = MeO, R22 = S) which were desulfurized to give I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond). CD and UV spectra of the products were recorded. [on SciFinder (R)]",

author = "B.L. Feringa and W.F. Jager and {Lange, de}, B. and E.W. Meijer",

year = "1991",

doi = "10.1021/ja00014a057",

language = "English",

volume = "113",

pages = "5468--5470",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "14",

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TY - JOUR

T1 - Chiroptical molecular switch

AU - Feringa, B.L.

AU - Jager, W.F.

AU - Lange, de, B.

AU - Meijer, E.W.

PY - 1991

Y1 - 1991

N2 - Methyl(methoxythioxanthylidene)phenanthrenes I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond) were prepd. and underwent photochem. cis-trans isomerization. Thus, 2,3-dihydro-7-methylhydrazone-4(1H)-phenanthrene was converted to its diazo compd. which cyclocondensed with 9H-thioxanthene-2-methoxy-9-thione to give I (R = MeO, R1 = H, R22 = S; R = H, R1 = MeO, R22 = S) which were desulfurized to give I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond). CD and UV spectra of the products were recorded. [on SciFinder (R)]

AB - Methyl(methoxythioxanthylidene)phenanthrenes I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond) were prepd. and underwent photochem. cis-trans isomerization. Thus, 2,3-dihydro-7-methylhydrazone-4(1H)-phenanthrene was converted to its diazo compd. which cyclocondensed with 9H-thioxanthene-2-methoxy-9-thione to give I (R = MeO, R1 = H, R22 = S; R = H, R1 = MeO, R22 = S) which were desulfurized to give I (R = MeO, R1 = H, R22 = bond; R = H, R1 = MeO, R22 = bond). CD and UV spectra of the products were recorded. [on SciFinder (R)]

U2 - 10.1021/ja00014a057

DO - 10.1021/ja00014a057

M3 - Article

SN - 0002-7863

VL - 113

SP - 5468

EP - 5470

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 14

ER -

Chiroptical molecular switch

Abstract

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