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Synthesis of Diaza-18-Crown-6-Functionalized b-Cyclodextrin Derivatives at the Secondary Side and Induced Circular Dichroism Studies of Their Complexes with (2-Naphthoxy)alkylammonium Ions
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  • Synthesis of Diaza-18-Crown-6-Functionalized b-Cyclodextrin Derivatives at the Secondary Side and Induced Circular Dichroism Studies of Their Complexes with (2-Naphthoxy)alkylammonium Ions
  • Synthesis of Diaza-18-Crown-6-Functionalized b-Cyclodextrin Derivatives at the Secondary Side and Induced Circular Dichroism Studies of Their Complexes with (2-Naphthoxy)alkylammonium Ions
저자명
박광희고,김영심,송희은,박준우,Park. Gwang Hui Go,Kim. Yeong Sim,Song. Hui Eun,Park. Jun U
간행물명
Bulletin of the Korean Chemical Society
권/호정보
2000년|21권 11호|pp.1119-1124 (6 pages)
발행정보
대한화학회
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정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
서지반출

기타언어초록

$eta-Cyclodextrin$ derivatives connected with diaza-18-crown-6 through flexible bridges (R) at the secondary face 1a-c (1a: R = $-(CH_2)4-;$ 1b: R = $-CH_2CH_2OCH_2CH2-;$ 1c: R = $-(CH_2)8-)$ have been prepared. The associa tion constants of 1 with (2-naphthoxy)alkylammonium ions (2a: alkyl = butyl; 2b: alkyl = octyl) were determined by induced circular dichroism (ICD) spectroscopy and it was found that the derivatization of $eta-CD$ with the diazacrown resulted in enhanced binding with 2, compared to the native $eta-CD.$ ICD Characteristics of the host-guest complexes indicate that a part of the alkylammonium moiety of 2 is protruded from the secondary side of the $eta-CD$ cavity, and the guest molecules 2a and 2b move to the secondary and primary side, respectively, to make the binding of the ammonium group with the diaza-18-crown-6 moiety more feasible. The energy accompanied by the relocation of the guest molecules inside $eta-CD$ moiety is compensated by the interaction energy between the ammonium ion and diazacrown ether.