Abstract

The crystal structures of (S, S)-aminobenzylnaphthols, easily produced by a chromatography-freehighly stereoselective Betti reaction, were investigated by means of single crystal X-ray diffractionanalysis, and the main intra- and intermolecular interactions were described. The presence of a strongintramolecular hydrogen bond was confirmed, whereas the whole crystal building was found to bedue mainly to other bondings, such as CH...O and CH...p interactions. As far as the last interactionswere concerned, we observed many short distances from one hydrogen atom to an aryl plane,together with the appropriate geometric requirements for the assemblies. The observations suggestthat these interactions can play a relevant role in the crystal building. The absence of similar shortdistance CH...p interactions in the crystal of a diastereomeric (R, S)-aminobenzylnaphthol could be asuggestion of the preferential crystallisation of the (S, S)-stereoisomer and, consequently, itsprevalence as a product of the Betti reaction.

Autore Pugliese

• Cardellicchio Cosimo

Tutti gli autori

• Cardellicchio C.; Capozzi M.A.M.; Alvarez-Larena A.; Piniella J.F.; Capitelli F.

Titolo volume/Rivista

CrystEngComm

Anno di pubblicazione

2012

ISSN

1466-8033

ISBN

Non Disponibile

Numero di citazioni Wos

Nessuna citazione

Ultimo Aggiornamento Citazioni

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Numero di citazioni Scopus

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Ultimo Aggiornamento Citazioni

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Settori ERC

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Codici ASJC

Non Disponibile