Regioselective Bis-functionalization of Endohedral Dimetallofullerene, La2@C80: Extremal La-La Distance

被引：31

作者：

Ishitsuka, Midori O. ^{[1
]}

Sano, Shogo ^{[1
]}

Enoki, Haruka ^{[1
]}

Sato, Satoru ^{[1
]}

Nikawa, Hidefumi ^{[1
]}

Tsuchiya, Takahiro ^{[1
]}

Slanina, Zdenek ^{[1
]}

Mizorogi, Naomi ^{[1
]}

Liu, Michael T. H. ^{[2
]}

Akasaka, Takeshi ^{[1
]}

Nagase, Shigeru ^{[3
]}

机构：

[1] Univ Tsukuba, TARA Ctr, Tsukuba, Ibaraki 3058577, Japan

[2] Univ Prince Edward Isl, Charlottetown, PE C1A 4P3, Canada

[3] Inst Mol Sci, Dept Theoret & Computat Mol Sci, Okazaki, Aichi 4448585, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 18期

基金：

日本学术振兴会;

关键词：

MOLECULAR-ORBITAL METHODS; METAL ATOMS; AB-INITIO; DENSITY; CE; REACTIVITY; BISADDUCT; ADDUCTS; MOTION;

D O I：

10.1021/ja200903q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bis-fiinctionalization of endohedral metallofullerene La-2@C-80 by carbene addition is reported herein. Adducts were characterized using spectroscopic and single-crystal X-ray structure analyses. Crystallographic data for bisadduct La-2@C-80(CClPh)Ad (3, Ad = adamantylidene) revealed that both carbene additions occur at the 6,6-bond junction on the C-80 cage with ring cleavages and that La atoms are positioned collinearly with Spiro carbons. It is noteworthy that the La-La distance in 3 is highly elongated by carbene bis-functionalization compared to the distance in pristine La-2@C-80 and reported functionalized derivatives. The metal positions were confirmed through density functional calculations.

引用

页码：7128 / 7134

页数：7

共 33 条

[1] C-13 and La-139 NMR studies of La-2@C-80: First evidence for circular motion of metal atoms in endohedral dimetallofullerenes [J].

Akasaka, T ;

Nagase, S ;

Kobayashi, K ;

Walchli, M ;

Yamamoto, K ;

Funasaka, H ;

Kako, M ;

Hoshino, T ;

Erata, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (15) :1643-1645

[2]

Akasaka T., 2002, Endofullerenes: A New Family of Carbon Clusters

[3]

Akasaka T., 2010, CHEM NANOCARBONS

[4] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[5] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].

BECKE, AD .

PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100

[6] Selective formation of a symmetric Sc3N@C78 bisadduct:: Adduct docking controlled by an internal trimetallic nitride cluster [J].

Cai, Ting ;

Xu, Liaosa ;

Shu, Chunying ;

Champion, Hunter A. ;

Reid, Jonathan E. ;

Anklin, Clemens ;

Anderson, Mark R. ;

Gibson, Harry W. ;

Dorn, Harry C. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (07) :2136-+

[7]

Frisch M., 2004, GAUSSIAN 03 REVISION, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014

[8] HALOGENATION OF AMIDINES .I. SYNTHESIS OF 3-HALO- AND OTHER NEGATIVELY SUBSTITUTED DIAZIRINES [J].

GRAHAM, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (19) :4396-&

[9] CHEMISTRY OF THE FULLERENES - THE MANIFESTATION OF STRAIN IN A CLASS OF CONTINUOUS AROMATIC-MOLECULES [J].

HADDON, RC .

SCIENCE, 1993, 261 (5128) :1545-1550

[10]

HAY PJ, 1985, J CHEM PHYS, V82, P299, DOI [10.1063/1.448800, 10.1063/1.448799]

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