THE X-RAY CRYSTAL-STRUCTURE ANALYSIS OF A FRAGMENTABLE N-ACYLPYRIDINIUM ION

被引：18

作者：

LOHSE, C ^{[1
]}

HOLLENSTEIN, S ^{[1
]}

LAUBE, T ^{[1
]}

机构：

[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 12期

关键词：

D O I：

10.1002/anie.199116561

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conjugation in the pi and sigma systems stabilizes the positive charge in the N-tertbutoxycarbonyl-4-dimethylaminopyridinium ion (1). This follows from the distances and angles in the salt 1-BF4 determined by X-ray crystallography. The structural features are also in accord with the easy transfer of Boc by 1 and with the decomposition of Boc into CO2 and isobutene.

引用

页码：1656 / 1658

页数：3

共 21 条

[1]

ALBRIGHT JD, 1986, J HETEROCYCLIC CHEM, V23, P913, DOI 10.1002/jhet.5570230350

[2] SYSTEMATIC ANALYSIS OF STRUCTURAL DATA AS A RESEARCH TECHNIQUE IN ORGANIC-CHEMISTRY [J].

ALLEN, FH ;

KENNARD, O ;

TAYLOR, R .

ACCOUNTS OF CHEMICAL RESEARCH, 1983, 16 (05) :146-153

[3] FROM CRYSTAL STATICS TO CHEMICAL-DYNAMICS [J].

BURGI, HB ;

DUNITZ, JD .

ACCOUNTS OF CHEMICAL RESEARCH, 1983, 16 (05) :153-161

[4] 4-DIMETHYLAMINOPYRIDINE HYDROCHLORIDE DIHYDRATE [J].

CHAO, M ;

SCHEMPP, E ;

ROSENSTEIN, RD .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (JUN15) :1820-1823

[5] ACTION OF TERT-BUTYL AZIDOFORMATE ON THE CONJUGATE BASES OF 1,2,3,4-TETRAHYDRO-9H-CARBAZOLE AND OTHER INDOLE-DERIVATIVES [J].

DHANAK, D ;

NEIDLE, S ;

REESE, CB .

TETRAHEDRON LETTERS, 1985, 26 (16) :2017-2020

[6] THE STRUCTURE AND REMARKABLE STABILITY OF A PERPYRIDINIUM-SUBSTITUTED ALLYL RADICAL [J].

DIMAGNO, SG ;

WATERMAN, KC ;

SPEER, DV ;

STREITWIESER, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (12) :4679-4681

[7]

GUIBEJAMPEL E, 1977, SYNTHESIS-STUTTGART, P772

[8] 4-DIALKYLAMINOPYRIDINES AS ACYLATION CATALYSTS .4. 4-DIALKYLAMINOPYRIDINES AS HIGHLY ACTIVE ACYLATION CATALYSTS [J].

HOFLE, G ;

STEGLICH, W ;

VORBRUGGEN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (08) :569-&

[9]

Hofle G., 1978, ANGEW CHEM, V90, P602

[10]

JONES PG, 1990, Z NATURFORSCH B, V45, P267

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