Comparison of cyclic and polymeric disulfides as catalysts for the regioselective chlorination of phenols

Journal Article

Smith, Keith . 2015

• Publication Work Type: Research
• Publication Online URL: http://www.tandfonline.com/doi/full/10.1080/17415993.2014.965170#.VGiNUZWUcXE
• Magazine \ Newspaper: Journal of Sulfur Chemsitry
• Issue Number: 1
• Volume Number: 36
• Pages: 74-85

Publication Abstract

Two cyclic and two polymeric disulfides have been synthesized and established to be useful catalysts for the chlorination of m-xylenol, o-cresol, m-cresol and phenol using freshly distilled sulfuryl chloride in the presence of aluminum or ferric chloride as a co-catalyst at room  temperature. The yields of p-isomers and para/ortho ratios were higher compared to cases where no catalyst was used with most catalysts for most phenols even when a very low concentration of disulfide was used.