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1. |
Photochemistry of dienones. Part 141. The photochemistry of some 9‐demethylated ionyl and ionylidene compounds; a search for, and an example of, η‐hydrogen abstraction |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 101-108
Cornelis P. Visser,
Hans Cerfontain,
Jan A. J. Geenevasen,
Ruurd Jorritsma,
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摘要:
AbstractThe photochemical reactions of some (9‐demethylionyl)‐ and (9‐demethylionylidene)acetones and the corresponding acetophenones have been studied. The β‐isomers1aand1b, both under direct and triplet‐sensitized irradiation, undergo (E) ‐ (Z) isomerization of the 7,8‐double bond as the only observed reaction; with1a, the (E) ‐ (Z) isomerization is followed by a thermal 6e‐electrocyclization with formation of6. The α‐isomer2undergoes (E) ‐ (Z) isomerization both around the 7,8‐ and the 9,10‐double bond.The aliphatic β‐ionyl ketone3a, upon irradiation with λ 254 nm, undergoes a sigmatropic [1,5]‐hydrogen shift with formation of theretro‐isomer9, which, upon electronic excitation, undergoes aNorrish‐type‐II γ‐hydrogen abstraction with formation of the triene12. The related benzoyl ester4, upon λ 254 nm excitation, also exhibits the [1,5]‐hydrogen shift with formation of the photostableretro‐isomer17. Upon (n‐π*) excitation of the aromatic β‐ionyl ketone3bwith λ 350 nm, the triene12and acetophenone are formed as primary photoproducts. This photoconversion constitutes the first example of η‐hydrogen abstraction by a benzoyl chromophore directly leading
ISSN:0165-0513
DOI:10.1002/recl.19851040402
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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2. |
Photochemical conversion of norbornadiene into quadricyclane in the presence of acridinone‐type sensitizers |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 109-116
A. H. A. Tinnemans,
B. den Ouden,
A. Mackor,
H. J. T. Bos,
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摘要:
AbstractIn this study, a series of acridinones and benzo‐fused acridinones have been used for the first time as efficient photosensitizers for the norbornadiene‐quadricyclane isomerization by near UV and visible iradiation. Their triplet energies (240‐280 kJ · Mol−1) are well below the value of 290 kJ · Mol−1which is generally assumed for norbornadiene. A mechanism is postulated involving an exciplex between sensitizer and norbornadiene.Limiting quantum yields of 0.5 and higher have been determined for this valence isomerization extrapolated to infinite norbornadiene concentration.Exciplex formation is supported by measurements of the rate of constantk2for quenching of excited sensitizer by norbornadiene, yielding values which are much smaller than the diffusion‐controlled quenc
ISSN:0165-0513
DOI:10.1002/recl.19851040403
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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3. |
Mild procedures for the synthesis of 1,6‐anhydroaldohexopyranoses |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 116-119
M. Kloosterman,
M. J. Dees,
G. A. van der Marel,
J. H. van Boom,
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摘要:
AbstractPenta‐O‐acetyl‐β‐D‐galactopyranose was converted in two steps into pentabromophenyl 1,2,3,4‐tetra‐O‐acetyl‐β‐D‐galactopyranoside. Short treatment of the latter with tetra‐n‐butylammonium hydroxide at 20°C, followed by acetylation, afforded crystalline 2,3,4‐tri‐O‐acetyl‐1,6‐anhydro‐β‐D‐galactopyranose. The same procedure could also be applied to the synthesis of the per‐O‐acetates of 1,6‐anhydro‐β‐cellobiose and 1,6‐anhydro‐β‐D‐glucopyranose. 2,3,4‐Tri‐O‐acetyl‐1,6‐anhydro‐β‐D‐glucopyranose could also be obtained in a one‐flask procedure by selective tosylation of D‐glucose at
ISSN:0165-0513
DOI:10.1002/recl.19851040404
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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4. |
Ar(alk)ylsulfonyl ethyl groups as phosphorus‐protecting functions |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 119-122
C. A. A. Claesen,
R. P. A. M. Segers,
G. I. Tesser,
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摘要:
AbstractVarious 2‐[Ar(alk)ylsulfonyl]ethanols were prepared and subsequently converted into the corresponding phosphorodichloridites in almost quantitative yield via a convenient synthetic route. The versatility of the method, which obviates the necessity of a distillation step, is demonstrated by the preparation of other Ar(alk)yl phosphorodichloridites, including the unstable benzyl phosphorodichloridit
ISSN:0165-0513
DOI:10.1002/recl.19851040405
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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5. |
Dutch Ph. D. Theses |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 123-123
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ISSN:0165-0513
DOI:10.1002/recl.19851040406
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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6. |
Themeta‐photocycloadditions of 3‐ and 4‐cyanoanisole to cyclopentene |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 124-125
E. M. Osselton,
E. L. M. Lempers,
J. Cornelisse,
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摘要:
AbstractThe results of themeta‐photocycloaddition of cyanoanisoles to cyclopentene are in agreement with a mechanism involving a dipolar species. The adducts undergo thermal and photochemical rearrangement
ISSN:0165-0513
DOI:10.1002/recl.19851040407
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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7. |
1,6‐Anhydro‐2,3‐O‐(4‐methoxybenzylidene)‐β‐D‐mannopyranose: A useful synthon for the preparation of valuable disaccharides |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page 126-127
M. Kloosterman,
M. P. de Nijs,
J. H. van Boom,
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摘要:
AbstractSubstitution of the 2‐O‐triflyl function in 4‐O‐acetyl‐1,6‐anhydro‐3‐O‐anisoyl‐β‐D‐mannopyranose with the Cs‐salt of levulinic or benzoic acid affords 4‐O‐acetyl‐1, 6‐anhydro‐3‐O‐anisoyl‐2‐O‐levulinoyl(benzoyl)‐β‐D‐glucopyranoses. Coupling of 1,6‐anhydro‐2,3‐O‐(4‐methoxybenzylidene)‐β‐D‐mannopyranose with β‐D‐galactose pentaacetate in the presence of trimethylsilyl triflate affords a β(1→4) linked disaccharide the mannose unit of which can be co
ISSN:0165-0513
DOI:10.1002/recl.19851040408
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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8. |
Masthead |
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Recueil des Travaux Chimiques des Pays‐Bas,
Volume 104,
Issue 4,
1985,
Page -
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PDF (33KB)
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ISSN:0165-0513
DOI:10.1002/recl.19851040401
出版商:WILEY‐VCH Verlag
年代:1985
数据来源: WILEY
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