Literature DB >> 10836037

Solvent-dependent stereoselectivity of bis-2-pyridone [4 + 4] photocycloaddition is due to H-bonded dimers.

S M Sieburth1, K F McGee.   

Abstract

[formula: see text] A solvent-dependent stereoselectivity found for intramolecular [4 + 4] photocycloaddition of tethered 2-pyridones is concentration dependent, indicating that a dimeric structure with four hydrogen bonds plays a critical role in the observed cis selectivity found for nonpolar solvents.

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Year:  1999        PMID: 10836037     DOI: 10.1021/ol991058p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Solvent-controlled intramolecular [2 + 2] photocycloadditions of alpha-substituted enones.

Authors:  Stephanie M Ng; Scott J Bader; Marc L Snapper
Journal:  J Am Chem Soc       Date:  2006-06-07       Impact factor: 15.419

2.  The influence of secondary interactions on complex stability and double proton transfer reaction in 2-[1H]-pyridone/2-hydroxypyridine dimers.

Authors:  Borys Ośmiałowski; Robert Dobosz
Journal:  J Mol Model       Date:  2010-12-31       Impact factor: 1.810

  2 in total

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