http://www.cnr.it/ontology/cnr/individuo/prodotto/ID55207
Bulky melamine-based Zn-porphyrin tweezer as a CD probe of molecular chirality (Articolo in rivista)
- Type
- Label
- Bulky melamine-based Zn-porphyrin tweezer as a CD probe of molecular chirality (Articolo in rivista) (literal)
- Anno
- 2011-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1002/chir.21001 (literal)
- Alternative label
A. G. Petrovic, G. Vantomme, Y. L. Negrón-Abril, E. Lubian, G. Saielli, I. Menegazzo, R. Cordero, G. Proni, K. Nakanishi, T. Carofiglio, N. Berova (2011)
Bulky melamine-based Zn-porphyrin tweezer as a CD probe of molecular chirality
in Chirality (N.Y., N.Y. Print)
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- A. G. Petrovic, G. Vantomme, Y. L. Negrón-Abril, E. Lubian, G. Saielli, I. Menegazzo, R. Cordero, G. Proni, K. Nakanishi, T. Carofiglio, N. Berova (literal)
- Pagina inizio
- Pagina fine
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
- http://onlinelibrary.wiley.com/doi/10.1002/chir.21001/abstract (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
- Note
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Department of Life Sciences, New York Institute of Technology (NYIT), New York, New York
Department of Chemistry, Columbia University, New York, New York
Dipartimento di Scienze Chimiche, Universita` di Padova, Padova, Italy
Istituto per la Tecnologia delle Membrane del CNR, Sezine di Padova,
Science Department, John Jay College, New York, New York (literal)
- Titolo
- Bulky melamine-based Zn-porphyrin tweezer as a CD probe of molecular chirality (literal)
- Abstract
- The transfer of chirality from a guest molecule to an achiral host is the subject
of significant interest especially when, upon chiral induction, the chiroptical response of the
host/guest complex can effectively report the absolute configuration (AC) of the guest. For
more than a decade, dimeric metalloporphyrin hosts (tweezers) have been successfully applied
as chirality probes for determination of the AC for a wide variety of chiral synthetic compounds
and natural products. The objective of this study is to investigate the utility of a new class of
melamine-bridged Zn-porphyrin tweezers as sensitive AC reporters. A combined approach
based on an experimental CD analysis and a theoretical prediction of the prevailing
interporphyrin helicity demonstrates that these tweezers display favorable properties for chiral
recognition. Herein, we discuss the application of the melamine-bridged tweezer to the chiral
recognition of a diverse set of chiral guests, such as 1,2-diamines, a-amino-esters and amides,
secondary alcohols, and 1,2-amino-alcohols. The bulky periphery and the presence of a rigid
porphyrin linkage lead, in some cases, to a more enhanced CD sensitivity than that reported
earlier with other tweezers. (literal)
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- Autore CNR
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