Study of cyclic borinates obtained from piperidine- and piperazine alcohols by spectroscopic methods and X-ray crystallography

被引:26
作者
Hopfl, H
Farfan, N
Castillo, D
Santillan, R
Gutierrez, A
Daran, JC
机构
[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62210, Morelos, Mexico
[2] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
[3] Univ Autonoma Metropolitana Ixtapalapa, Unidad Ixtapalapa, Lab Resonancia Magnet Nucl, Ixtapalapa 09340, Mexico
[4] CNRS, Chim Coordinat Lab, F-31077 Toulouse, France
关键词
borinates; boron complexes; piperidine- and piperazine alcohols; coordinative N -> B bond; X-ray crystallography;
D O I
10.1016/S0022-328X(97)00636-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of eleven new 2-aminoethyl- and 3-aminopropyl borinate derivatives with a coordinative N --> B bond has been synthesized by condensation reactions between piperidine-as well as piperazine alcohols and diphenylborinic acid. The products obtained are analogous to N-spiro compounds and bicyclic systems and have been characterized by spectroscopic methods and X-ray crystallography. Thereby the N --> B bond and the geometry of this new heterocyclic systems have been studied in more detail. (C) 1998 Elsevier Science S.A.
引用
收藏
页码:221 / 239
页数:19
相关论文
共 57 条
[31]   STRUCTURAL STUDIES OF ORGANOBORON COMPOUNDS .23. PREPARATION AND CRYSTAL AND MOLECULAR-STRUCTURES OF 2,2-DIPHENYL-1,3-DIOXA-4A-AZONIA-2-BORATA-1,2,3,4-TETRAHYDRONAPHTHALENE AND 4,4-DIPHENYL-3-OXA-1-AZA-4A-AZONIA-4-BORATA-1,2,3,4-TETRAHYDRONAPHTHALENE [J].
KLIEGEL, W ;
MOTZKUS, HW ;
NANNINGA, D ;
RETTIG, SJ ;
TROTTER, J .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1986, 64 (03) :507-513
[32]  
LAMBERT JB, 1969, TETRAHEDRON LETT, P2023
[33]   CONFORMATIONAL RIVALRY BETWEEN NONBONDING ELECTRON PAIR AND PROTON ON NITROGEN [J].
LAMBERT, JB ;
KESKE, RG ;
CARHART, RE ;
JOVANOVI.AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (15) :3761-&
[34]  
LANG K, 1963, CHEM ABSTR 1487A, V58
[35]   ORGANOBORON COMPOUNDS .5. THE PREPARATION OF AN UNSYMMETRICAL DIARYLBORINATE [J].
LETSINGER, RL ;
REMES, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (09) :2489-2491
[36]   ORGANOBORON COMPOUNDS IN ORGANIC-SYNTHESIS .1. ASYMMETRIC HYDROBORATION [J].
MASAMUNE, S ;
KIM, BM ;
PETERSEN, JS ;
SATO, T ;
VEENSTRA, SJ ;
IMAI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (15) :4549-4551
[37]  
Noth H., 1978, NMR BASIC PRINCIPLES, V14
[38]   NUCLEAR MAGNETIC-RESONANCE STUDIES OF BORON-COMPOUNDS .16. C-13 STUDIES OF ORGANOBORANES - PHENYLBORANES AND BORON-SUBSTITUTED AROMATIC HETEROCYCLES [J].
ODOM, JD ;
MOORE, TF ;
GOETZE, R ;
NOTH, H ;
WRACKMEYER, B .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 173 (01) :15-32
[39]   NEW (2-METHOXYPHENYL)PIPERAZINE DERIVATIVES AS 5HT1A RECEPTOR LIGANDS WITH REDUCED ALPHA(1)-ADRENERGIC ACTIVITY - SYNTHESIS AND STRUCTURE-AFFINITY RELATIONSHIPS [J].
ORJALES, A ;
ALONSOCIRES, L ;
LABEAGA, L ;
CORCOSTEGUI, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (08) :1273-1277
[40]  
PATEL BP, 1994, CHEM ABSTR 295089B, V121