ELECTROPHILIC AROMATIC REACTIVITIES VIA RING CHAIN TAUTOMERISM OF TETRAHYDRO-1,3-OXAZINES AND 1,3-OXAZOLIDINES

被引：25

作者：

FULOP, F ^{[1
]}

DAHLQVIST, M ^{[1
]}

PIHLAJA, K ^{[1
]}

机构：

[1] ALBERT SZENT GYORGYI MED UNIV,INST PHARMACEUT CHEM,H-6701 SZEGED,HUNGARY

来源：

ACTA CHEMICA SCANDINAVICA | 1991年 / 45卷 / 03期

关键词：

D O I：

10.3891/acta.chem.scand.45-0273

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Brown's electrophilic sigma+-constants have been estimated for 2-, 3- and 4-pyridyl substituents with the aid of the ring-chain tautomeric equilibria of several sets of 2-aryl substituted 1,3-oxazolidines and 1,3-oxazines at ambient temperature. The sigma+-values so obtained were best comparable to those determined earlier by solvolytic methods except that for 2-pyridyl which was approximately double. This deviation is due to extra stabilization of the ring from (by ca. 2-3 kJ mol-1) caused by intramolecular hydrogen bonding as indicated by FT-IR measurements.

引用

页码：273 / 275

页数：3

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