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Photoinduced Electron Transfer in Host‐Guest Complexes of 2‐Naphthyl‐(OCH 2 CH 2 ) n ‐adamantanamines with Mono‐6‐ O ‐ p ‐nitrobenzoyl‐ β ‐cyclodextrin and Mono‐6‐ O ‐ m ‐nitrobenzoyl‐ β ‐cyclodextrin
Author(s) -
Wu QiHua,
Zhu ManZhou,
Wei SuJun,
Liu Lei,
Guo QingXiang
Publication year - 2005
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200590022
Subject(s) - chemistry , moiety , quenching (fluorescence) , photoinduced electron transfer , supramolecular chemistry , binding constant , naphthalene , electron transfer , photochemistry , fluorescence , cyclodextrin , crystallography , stereochemistry , organic chemistry , binding site , crystal structure , quantum mechanics , biochemistry , physics
A number of naphthalene donor compounds that possess an adamantanamine binding moiety and an (OCH 2 CH 2 ) n ( n =1, 2, 3, 4, 6, 8) spacer were synthesized. The fluorescence quenching between these donor substrates and mono‐6‐ O ‐ p ‐nitrobenzoyl‐ β ‐cyclodextrin ( p NBCD) and mono‐6‐ O ‐ m ‐nitrobenzoyl‐ β ‐cyclodextrin ( m NBCD) was studied in detail. It was found that very efficient fluorescence quenching could occur in these supramolecular systems. This quenching was attributed to the photoinduced electron transfer inside the supramolecular assembly between the naphthalene donors and cyclodextrin acceptors. Detailed Stern‐Volmer constants were measured and they were partitioned into dynamic Stern‐Volmer quenching constants and static binding constants. It was demonstrated that the binding constants between all the naphthalene compounds and cyclodextrins are the same as they possess the same binding site, i.e. , adamantanamine.