Tetraphenyldihydrocyclobutaarenes -: what causes the extremely long 1.72Å C-C single bond

被引：34

作者：

Bettinger, HF

Schleyer, PV

Schaefer, HF

机构：

[1] Univ Erlangen Nurnberg, Inst Organ Chem, Comp Chem Ctr, D-91054 Erlangen, Germany

[2] Univ Georgia, Ctr Computat Quantum Chem, Athens, GA 30602 USA

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 07期

关键词：

D O I：

10.1039/a800741a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The exceptional 0.19 Angstrom lengthening (to 1.720 vs. 1.53 Angstrom in ethane) of the C-sp3-C-sp3 bond in tetraphenyl-dihydrocyclobutaarenes is attributed to a combination of cyclobutene ring strain (0.04 Angstrom), through-bond coupling (0.08 Angstrom) and steric repulsion (0.07 Angstrom) by comparison with model systems.

引用

页码：769 / 770

页数：2

共 21 条

[1] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS
ALLINGER, NL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (25) : 8127 - 8134
[2] MICROWAVE SPECTRA OF ISOTOPIC CYCLOBUTENES . MOLECULAR STRUCTURE OF CYCLOBUTENE
BAK, B
LED, JJ
MYGAARD, L
RASTRUPA.J
SORENSEN, GO
[J]. JOURNAL OF MOLECULAR STRUCTURE, 1969, 3 (4-5) : 369 - &
[3] Baldridge KK, 1997, J AM CHEM SOC, V119, P7048
[4] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
BECKE, AD
[J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
[5] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR
BECKE, AD
[J]. PHYSICAL REVIEW A, 1988, 38 (06): : 3098 - 3100
[6] STRUCTURES AND DEFORMATION ELECTRON-DENSITIES OF 1,2-DIHYDROCYCLOBUTABENZENE AND 1,2,4,5-TETRAHYDRODICYCLOBUTA[A,D]BENZENE
BOESE, R
BLASER, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (02): : 304 - 305
[7] Consistencies between experiments and quantum calculations of strained C-C single bond lengths
Choi, CH
Kertesz, M
[J]. CHEMICAL COMMUNICATIONS, 1997, (22) : 2199 - 2200
[8] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL
DEWAR, MJS
ZOEBISCH, EG
HEALY, EF
STEWART, JJP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) : 3902 - 3909
[9] Frisch M.J., 1995, GAUSSIAN 94 REVISION
[10] EFFECTS OF THROUGH-BOND INTERACTION
GLEITER, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1974, 13 (11): : 696 - 701

← 1 2 3 →