Tetrahedron p. 7679 - 7690 (1996)
Update date:2022-08-03
Topics:
Derrick, Sean D.
Boehme, Richard
Wong, Ken M.
Nemeth, Frank
Tanaka, Kelly
Rumberg, Brian
Beekman, Richard A.
Dibble, Peter W.
We have examined a series of 1,3-dihydro-1-isobenzofuranamines that exist in an imine/hemiaminal ring-chain tautomerism. The tautomeric free energies are rationalized in terms of electronic and steric effects. A series of compounds bearing substituents of varying bulk have free energies that correlate well with substituent A values.
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Doi:10.1007/BF00961046
(1991)Doi:10.1021/ja01563a043
(1957)Doi:10.1016/S0022-328X(00)83157-5
(1967)Doi:10.1016/0040-4020(96)00574-1
(1996)Doi:10.1021/jp0345809
(2003)Doi:10.1016/0022-328X(96)06167-0
(1996)
