Experimental evidence of partially rate limiting ion-pair interconversion in a base catalyzed 1,3-proton transfer reaction

被引：3

作者：

Hussénius, A ^{[1
]}

Matsson, O ^{[1
]}

Bergson, G ^{[1
]}

机构：

[1] Univ Uppsala, Inst Chem, S-75121 Uppsala, Sweden

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 24期

关键词：

D O I：

10.1039/a807798c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The relative rates for interconversion and reprotonation of the ion-pair intermediates are of the same order of magnitude in the piperidine catalyzed 'degenerate' rearrangement of 1,3-dimethylindene, as investigated using H-1 and H-2 NMR spectroscopy by letting the 1,3-hydron transfer reaction compete with isotope (H-1/H-2) exchange.

引用

页码：2693 / 2694

页数：2

共 50 条

[1] 1,2-ELIMINATION AND 1,4-ELIMINATION REACTIONS COMPETING WITH BASE CATALYZED 1,3-PROTON TRANSFER - 1,3-PROTON TRANSFER-REACTION AS AN ION-PAIR PROBE
AHLBERG, P
CHEMICA SCRIPTA, 1973, 4 (01): : 33 - 39
[2] ION-PAIR INTERMEDIATES AND EXTREME DEUTERIUM-ISOTOPE EFFECTS IN PARTIALLY DIASTEREOSPECIFIC BASE-PROMOTED ELIMINATION COMPETING WITH BASE-CATALYZED 1,3-PROTON TRANSFER
THIBBLIN, A
AHLBERG, P
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (24) : 7311 - 7318
[3] LEAVING-GROUP EFFECTS AND ION-PAIR INTERMEDIATES IN BASE-PROMOTED ELIMINATION COMPETING WITH BASE-CATALYZED 1,3-PROTON TRANSFER
THIBBLIN, A
AHLBERG, P
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (24) : 7926 - 7930
[4] EXTREME DEUTERIUM-ISOTOPE EFFECTS AS EVIDENCE OF ION-PAIR INTERMEDIATES IN BASE-PROMOTED ELIMINATION-REACTIONS AND BASE-CATALYZED 1,3-PROTON TRANSFER-REACTIONS
THIBBLIN, A
BENGTSSON, S
AHLBERG, P
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (12): : 1569 - 1577
[5] ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON .43. ALKYLAMMONIUM CARBANIDE ION-PAIR REORGANIZATION REACTIONS IN BASE-CATALYZED 1,3-PROTON TRANSFER IN AN INDENE SYSTEM
ALMY, J
CRAM, DJ
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (16) : 4459 - &
[6] BIFUNCTIONALLY CATALYZED 1,3-PROTON TRANSFER-REACTION OF A PROPENE BY A NEW BICYCLIC AMIDINE
JANNE, K
AHLBERG, P
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (24) : 1040 - 1041
[7] EFFECTS OF ALKYL-SUBSTITUTION ON BASE-CATALYZED 1,3-PROTON TRANSFER IN INDENE SYSTEM
MEURLING, L
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (04): : 399 - 408
[8] The alcohol catalytic mechanism for Schiff base 1,3-proton transfer
Shi, Yibo
Xing, Junde
Li, Jie
Zhu, Fang
Fan, Xiaojun
Zhang, Yuchao
COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2021, 1204
[9] FACTORS THAT CONTROL 1,3-ASYMMETRIC INDUCTION AND INTRAMOLECULARITY IN BASE-CATALYZED 1,3-PROTON TRANSFER IN AN INDENE SYSTEM
ALMY, J
UYEDA, RT
CRAM, DJ
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (25) : 6768 - &
[10] BIFUNCTIONAL CATALYSIS OF 1,3-PROTON TRANSFER-REACTION OF A PROPENE BY AN AMIDINE
AHLBERG, P
JANNE, K
ACTA PHARMACEUTICA SUECICA, 1977, 14 : 41 - 42

← 1 2 3 4 5 →