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IMINOPHOSPHORANE-SUBSTITUTED PROTON SPONGES .2. PREPARATION AND CRYSTAL-STRUCTURE OF 4 PHOSPHORANYLIDENEAMMONIONAPHTHALENE DERIVATIVES

被引：23
作者：
LLAMASSAIZ, AL
FOCESFOCES, C
ELGUERO, J
MOLINA, P
ALAJARIN, M
VIDAL, A
机构：
[1] CSIC,INST QUIM FIS ROCASOLANO,UEI CRISTALOGR,SERRANO 119,E-28006 MADRID,SPAIN
[2] UNIV ESPINARDO,FAC CIENCIAS,DEPT QUIM ORGAN,E-30071 MURCIA,SPAIN
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 11期
关键词：
D O I：
10.1039/p29910001667
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Crystal structure analysis of salts of one monosubstituted (1) and three peri disubstituted naphthalene derivatives (2, 3 and 4) are described. The strong repulsion between the nitrogen lone pairs in neutral structures is replaced by an intramolecular N+-H ... N interaction in compounds 2, 3 and 4 giving rise to a similar distortion in the naphthalene skeleton in each case, an inward bending of the exocyclic C(aryl)-N bonds and a decrease of the N ... N distance: [2.606(4)-2.533(6) angstrom] versus 2.792(3) angstrom found in 1,8-bis(N,N-dimethyl)naphthalene and 2.716(11) and 2.739(10) angstrom in 1,8-diaminonaphthalene. This behaviour is characteristic of proton sponges.
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页码：1667 / 1676
页数：10
相关论文
共 21 条
[1]   NORMAL PROBABILITY PLOT ANALYSIS OF ERROR IN MEASURED AND DERIVED QUANTITIES AND STANDARD DEVIATIONS [J].
ABRAHAMS, SC ;
KEVE, ET .
ACTA CRYSTALLOGRAPHICA SECTION A-CRYSTAL PHYSICS DIFFRACTION THEORETICAL AND GENERAL CRYSTALLOGRAPHY, 1971, A 27 (MAR1) :157-&
[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]  
[Anonymous], 1974, INT TABLES XRAY CRYS, VIV
[4]   STRUCTURE OF BENZYL(DIETHYLAMINO)DIPHENYLPHOSPHONIUM CHLORIDE [J].
BART, JCJ ;
BASSI, IW ;
CALCATERRA, M .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1982, 38 (JUL) :1932-1936
[5]   SIR88 - A DIRECT-METHODS PROGRAM FOR THE AUTOMATIC SOLUTION OF CRYSTAL-STRUCTURES [J].
BURLA, MC ;
CAMALLI, M ;
CASCARANO, G ;
GIACOVAZZO, C ;
POLIDORI, G ;
SPAGNA, R ;
VITERBO, D .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :389-393
[6]   DEFORMATIONS AROUND A BOND [J].
CANO, FH ;
FOCESFOCES, C ;
GARCIABLANCO, S .
JOURNAL OF CRYSTAL AND MOLECULAR STRUCTURE, 1979, 9 (02) :107-116
[7]  
DESIRAJU GR, 1989, CRYSTAL ENG
[8]   PERI INTERACTIONS - X-RAY CRYSTALLOGRAPHIC STUDY OF STRUCTURE OF 1,8-BIS(DIMETHYLAMINO)NAPHTHALENE [J].
EINSPAHR, H ;
ROBERT, JB ;
MARSH, RE ;
ROBERTS, JD .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1973, B 29 (AUG15) :1611-1617
[9]  
Hall S.R., 1990, XTAL3 0
[10]   IMINOPHOSPHORANE-SUBSTITUTED PROTON SPONGES .1. X-RAY MOLECULAR-STRUCTURES OF 1,8-DIAMINONAPHTHALENE AND 1-AMINO-8-TRIPHENYL-PHOSPHORANYLIDENEAMINONAPHTHALENE [J].
LLAMASSAIZ, AL ;
FOCESFOCES, C ;
MOLINA, P ;
ALAJARIN, M ;
VIDAL, A ;
CLARAMUNT, RM ;
ELGUERO, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (07) :1025-1031
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