ISSN:
0947-3440
Keywords:
Monomethine cyanine, halogenation of
;
1,3-Diaminoallene, electrophilic addition of
;
Calculations, AMI1 and PPP
;
Substituent effects
;
Steric effects
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reactions of the indocyanine 1a and its corresponding 1,3-diaminoallene 2a with N-halodiorganosulfonimides 3 or molecular halogen result in the formation of the four chain-halogenated monomethine cyanines 5a-d. With an excess of the halogenating agent not only the chain but also the end groups are halogenated affording the monomethines 6 and 7. The preferred conformations, UV/Vis absorptions, and electron densities of the cyanines were calculated by AM1 and PPP methods and experimentally investigated using NMR (DNMR, NOE) as well as UV/Vis spectroscopy.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199506142
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