Does intermolecular S=O···H-C-S=O hydrogen bonding in sulfoxides and sulfones provide a robust supramolecular synthon in the solid state?

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TY  - JOUR
  - Brondel, Nicolas; Moynihan, Eamonn JA; Lehane, Niamh K; Eccles, Kevin S; Curtis JC; Lawrence, SE; Maguire, AR
  - 2010
  - Unknown
  - Crystengcomm
  - Does intermolecular S=O···H-C-S=O hydrogen bonding in sulfoxides and sulfones provide a robust supramolecular synthon in the solid state?
  - Validated
  - ()
  - 12
  - 10
  - 2910
  - 2927
  - Hydrogen bonding between the sulfur oxygens and the acidic alpha-hydrogens in sulfoxides and sulfones is proposed as a supramol. synthon in crystal engineering. A systematic anal. of supramol. interactions in the solid state of a series of structurally related aryl benzyl sulfides, sulfoxides and sulfones was undertaken to establish the extent to which such hydrogen bonds persist as a structure detg. feature in the solid state. The impact of the level of oxidn. at sulfur, steric and electronic effects of substituents on the aryl rings and Me substitution alpha to the sulfur functional group on the solid state structure of the compds. have been explored. The impact of stereochem. features, including relative and abs. stereochem., is also discussed.
  - 1466-8033
DA  - 2010/NaN
ER  - 
@article{V57685671,
   = {Brondel, Nicolas and  Moynihan, Eamonn JA and  Lehane, Niamh K and  Eccles, Kevin S and  Curtis JC and  Lawrence, SE and  Maguire, AR},
   = {2010},
   = {Unknown},
   = {Crystengcomm},
   = {Does intermolecular S=O···H-C-S=O hydrogen bonding in sulfoxides and sulfones provide a robust supramolecular synthon in the solid state?},
   = {Validated},
   = {()},
   = {12},
   = {10},
  pages = {2910--2927},
   = {{Hydrogen bonding between the sulfur oxygens and the acidic alpha-hydrogens in sulfoxides and sulfones is proposed as a supramol. synthon in crystal engineering. A systematic anal. of supramol. interactions in the solid state of a series of structurally related aryl benzyl sulfides, sulfoxides and sulfones was undertaken to establish the extent to which such hydrogen bonds persist as a structure detg. feature in the solid state. The impact of the level of oxidn. at sulfur, steric and electronic effects of substituents on the aryl rings and Me substitution alpha to the sulfur functional group on the solid state structure of the compds. have been explored. The impact of stereochem. features, including relative and abs. stereochem., is also discussed.}},
  issn = {1466-8033},
  source = {IRIS}
}
AUTHORSBrondel, Nicolas; Moynihan, Eamonn JA; Lehane, Niamh K; Eccles, Kevin S; Curtis JC; Lawrence, SE; Maguire, AR
YEAR2010
MONTHUnknown
JOURNAL_CODECrystengcomm
TITLEDoes intermolecular S=O···H-C-S=O hydrogen bonding in sulfoxides and sulfones provide a robust supramolecular synthon in the solid state?
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORD
VOLUME12
ISSUE10
START_PAGE2910
END_PAGE2927
ABSTRACTHydrogen bonding between the sulfur oxygens and the acidic alpha-hydrogens in sulfoxides and sulfones is proposed as a supramol. synthon in crystal engineering. A systematic anal. of supramol. interactions in the solid state of a series of structurally related aryl benzyl sulfides, sulfoxides and sulfones was undertaken to establish the extent to which such hydrogen bonds persist as a structure detg. feature in the solid state. The impact of the level of oxidn. at sulfur, steric and electronic effects of substituents on the aryl rings and Me substitution alpha to the sulfur functional group on the solid state structure of the compds. have been explored. The impact of stereochem. features, including relative and abs. stereochem., is also discussed.
PUBLISHER_LOCATION
ISBN_ISSN1466-8033
EDITION
URL
DOI_LINK
FUNDING_BODY
GRANT_DETAILS