The photochemical isomerization of cross-linked 1,3,5-tristyrylbenzene dendrimer with hula-twist mechanism

Tetrahedron Letters

Volumn 46, Issue 17, 2005, Pages 3021-3024

  Uda, Mayuko ^a   Momotake, Atsuya ^a   Arai, Tatsuo ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,3,5 TRISTYRYLBENZENE; BENZENE DERIVATIVE; DENDRIMER; UNCLASSIFIED DRUG;

ARTICLE; CROSS LINKING; IRRADIATION; ISOMERIZATION; MODEL; PHOTOCHEMISTRY; QUANTUM YIELD; SYNTHESIS;

EID: 15944397968     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.015     Document Type: Article

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13. + (10-cross-links): m/z 3719.3. Found: 3719.8
14. 1H NMR spectrum of the irradiated sample of compound 1, only Z,E,E-isomer was observed as a single product. For example, the singlet peak δ 7.14 (6H, s, trans-CHCH-) of compound 1 changed only to three peaks after irradiation: δ 7.04 (2H, d, J = 16 Hz, E-CHCH), 6.91 (2H, d, J = 16 Hz, E-CHCH), and 6.62 (2H, s, Z-CHCH).
15. 14 Thus, Z,E,E-1 undergoes photochemical isomerization to E,E,E-1 at room temperature. Z,Z,E-Isomer of 1 could be obtained when the photochemical isomerization was carried out at high temperature (at 50°C) or under oxygen atmosphere. The study on the detail of the isomerization including Z,Z,E-isomer is on going
16. Quantum yield of E,E,E → Z,E,E isomerization of 1 in THF was determined on irradiation at 330 nm from a 150 W xenon lamp through a monochrometer. The sample solution was deaerated by bubbling argon and was irradiated to keep the conversion within 8%. The light intensity was determined by tris(oxalato)ferrate(III) actinometry. The concentration of each isomer in THF were determined by HPLC
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