Synthesis of alkynyl and vinyl selenides via selenodecarboxylation of arylpropiolic and cinnamic acids

Organometallics

Volumn 24, Issue 25, 2005, Pages 6136-6140

  Das, Jaya Prakash ^a   Roy, Ujjal Kanti ^a   Roy, Sujit ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

INORGANIC ACIDS; PHASE TRANSITIONS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

SELENODECARBOXYLATION; VINYL SELENIDES;

ORGANOMETALLICS;

EID: 28944432987     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om050504b     Document Type: Article

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70. f values). Fortunately, under tungsten lamp illumination, the product was found to be colorless, while the diselenide showed an intense yellow spot. Hence, full conversion is judged by the complete disappearance of the yellow spot due to ArSeSeAr. Note that even traces of diselenide present in the mixture show quite intense yellow spots, posing difficulty in judging the conversion. We believe that any one monitoring the reaction by HPLC or 2D-TLC would be able to carry out the decarboxylation under ideal stoichiometry.
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73. In the case of halodecarboxylation of cinnamic acids with N-halosuccinimide, we had earlier observed via semiempirical calculation that the halo-equivalent of episelenonium ion intermediate is more stable over the others. See ref 14, and J. P. Das (doctoral dissertation, IIT Kharagpur, Janurary 2005).
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