ECLIPSED CONFORMATION FOR BOTH AXIAL AND EQUATORIAL N-CH2 BONDS IN N,N',N''-TRIS(NEOPENTYL)-1,3,5-TRIAZANE

被引：25

作者：

ANDERSON, JE ^{[1
]}

CASARINI, D ^{[1
]}

IJEH, AI ^{[1
]}

LUNAZZI, L ^{[1
]}

TOCHER, DA ^{[1
]}

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 11期

关键词：

D O I：

10.1021/ja00116a011

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The molecular structure of N,N',N ''-tris(neopentyl)-1,3,5-triazane is shown by a crystal X-ray diffraction study to have one axial and two equatorial neopentyl groups with eclipsing of both axial and equatorial exocyclic N-CH2 bonds. In solution at about -130 degrees C both ring inversion and nitrogen inversion are slow on the NMR time scale, and 91% of molecules adopt that structure while 9% adopt the ah-equatorial arrangement. The usefulness and shortcomings of molecular mechanics calculations of the structure are shown.

引用

页码：3054 / 3056

页数：3

共 28 条

[1] MOLECULAR MECHANICS - THE MM3 FORCE-FIELD FOR HYDROCARBONS .1. [J].

ALLINGER, NL ;

YUH, YH ;

LII, JH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8551-8566

[2] THE 6 ECLIPSED SIDE-CHAINS IN SCYLLO-INOSITOL HEXAMETHYL ETHER - A MOLECULAR MECHANICS STUDY [J].

ANDERSON, JE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (03) :441-443

[3] ECLIPSED GROUND-STATE CONFORMATIONS FOR METHOXYCYCLOHEXANES WITH ADJACENT METHYL-GROUP SUBSTITUTION - AN NMR CRITERION AND MOLECULAR MECHANICS CALCULATIONS [J].

ANDERSON, JE ;

IJEH, AI .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (09) :1965-1967

[4] CONFORMATIONAL STUDIES BY DYNAMIC NMR .39. CLEFTS IN SIMPLE ACYCLIC ORGANIC-MOLECULES - CORRELATED STEREODYNAMICS OF N-TERT-ALKYLBENZYLAMINES STUDIED BY DYNAMIC NMR-SPECTROSCOPY, X-RAY-DIFFRACTION, AND MOLECULAR MECHANICS CALCULATIONS [J].

ANDERSON, JE ;

TOCHER, DA ;

CASARINI, D ;

LUNAZZI, L .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1731-1739

[5] ECLIPSED CONFORMATIONS OF 1,1,2-TRISUBSTITUTED SINGLE BONDS WITH SPACE-DEMANDING SUBSTITUENTS - EXAMPLES FROM X-RAY-DIFFRACTION STRUCTURE DETERMINATIONS [J].

ANDERSON, JE ;

WATSON, DG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) :1517-1518

[6] THE NONALTERNATING GROUND-STATE CONFORMATIONS OF SOME SIMPLE ECLIPSED CARBON CARBON AND NITROGEN CARBON BONDS - X-RAY CRYSTALLOGRAPHIC EVIDENCE AND MOLECULAR MECHANICS CALCULATIONS [J].

ANDERSON, JE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (08) :1343-1345

[7] THE MEASUREMENT OF THE ONE-FOLD ROTATIONAL BARRIER OF ECLIPSED BONDS - A DYNAMIC NMR DETERMINATION OF N-O OR N-CH2 BOND ROTATION IN N-ALKOXY-2,2,6,6-TETRAMETHYLPIPERIDINES OR N-ALKYL-2,2,6,6-TETRAMETHYLPIPERIDINES [J].

ANDERSON, JE ;

CASARINI, D ;

CORRIE, JET ;

LUNAZZI, L .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (07) :1299-1304

[8] THE ECLIPSED NON-ALTERNATING GROUND-STATE CONFORMATION FOR 1,1,2-TRI-TRANS-BUTYLETHANE - MOLECULAR MECHANICS CALCULATIONS AND NMR-SPECTRUM [J].

ANDERSON, JE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (03) :299-302

[9]

ANDERSON JE, 1992, CHEM ALKANES CYCLOAL, pCH3

[10]

ANDERSON JE, 1993, J AM CHEM SOC, V115, P3493

← 1 2 3 →