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Excited State Intramolecular Proton Transfer in Methyl and Methoxy Substituted Salicylic Acid
Author(s) -
Suban Kumar Sahoo,
Rati Kanta Bera,
Bikram Kishore Kanungo,
Minati Baral
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990318
Subject(s) - chemistry , intramolecular force , excited state , photochemistry , cyclohexane , triethylamine , hydrogen bond , proton , molecule , stereochemistry , organic chemistry , nuclear physics , physics , quantum mechanics
The excited state intramolecular proton transfer (ESIPT) processes in 3‐methylsalicyclic acid (3‐MeSA) and 3‐methoxysalicyclic acid (3‐MeOSA) have been investigated in cyclohexane medium by emission spectroscopic techniques. The ESIPT process was characterized in 3‐MeSA from the large Stokes fluorescent band (455 nm), but it was suppressed by 3‐MeOSA in cyclohexane. The ESIPT process was found to be accelerated both in 3‐MeSA and 3‐MeOSA in the presence of a hydrogen bond accepting agent, triethylamine (TEA). Further, theoretical calculations were carried out at the ground and excited states to complement the experimental evidences.